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Should Have Known Better

Rating: 24
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herboy63

Member


Posts: 376
#31
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We were expecting Dan to arrive at our house at 5 PM for cocktails with appetizers following that and dinner on the table at 6. While Jessica and I were gone to the suburbs, my wife had pulled together a nice menu for Dan's Welcome Home dinner. She sent me to the market to shop for the dinner ingredients while she commiserated with Jessica over the way Jessica's soon-to-be ex-husband was treating her.

When I got back to the house, the ladies were still chatting on the couch and by Jessica's red eyes I could tell there had been some tears. However, they were both talking cheerfully now so I assumed the opportunity to vent was productive.

"Did they have everything on the list?" Melissa asked. I confirmed that I was successful getting everything she wanted and she responded, "I'm sorry for putting all of this work on you this entire weekend sweetheart. I promise to make it up to you." I made happy eyes at my wife and then noticed the ominous look on Jessica's face right next to her. I turned on my heel and went to the kitchen before my wife noticed the panic in my eyes.

A few minutes later, the ladies came out to the kitchen and Melissa said, "I'm really looking forward to this dinner tonight and I want everything to go just right. Bobby, I'd like for you to get some good wine in the decanter and start preparing all of the appetizers so they can go in the oven after dr!nks are served. The appetizers will be served on the dining room table and then dinner will be served at 6. That should give us a nice leisurely pace for the start of the evening. I've requested crème brûlée and a nice tawny port for dessert so you'll need to get those in as soon as dinner is served. Bobby, you can wear the same outfit as last night and I'd like for you to have it on before Dan arrives." Then, she addressed her friend. "Jessica, since your asshole husband destroyed all of your pretty things, we will need to go through my closet and find something sexy for you to wear. We want to make sure you look as appetizing as the delicious dinner Bobby will be making for all of us."

Jessica looked a bit surprised but said nothing. Melissa finished up by saying, "Well, there's a lot to get done and not much time to do it so let's get busy. Bobby, you've got your instructions. Jessica, let's go upstairs."

It seemed they were upstairs for a long time before they finally came back down to the kitchen. I was almost finished with the dinner prep work and was pleasantly surprised when I saw the two of them. They had obviously spent a lot of time on their makeup. I had never seen Jessica with this much makeup but I had to admit she looked stunning. My wife was wearing a sexy jumpsuit made of some silky material that shimmered across her body like water whenever she moved. Jessica was wearing a very short, black cocktail dress that was cut halfway down her torso. I remember seeing the dress on my wife before one of her dates with Dan and it had barely covered her large breasts. I couldn't believe she was wearing it in public! It looked a bit less scandalous on Jessica since her breasts weren't threatening to burst out at any moment, but it was still incredibly sexy, nonetheless. They both wore high heels making the outfits look like they were going to a party at the Playboy mansion.

"Bobby, why don't you go ahead and change clothes now. Dan should be here in a little while," my wife directed. As I hurried up the stairs to change clothes, I could hear Melissa telling Jessica, "I really do love that dress on you. So, how does it feel to not wear panties or bra under your dress for the first time?"

I stopped at the top of the stairs to hear Jessica's response, "I feel like I'm walking around naked! I can't believe how short this dress is. I'm afraid Dan will see my coochie when I sit down."

Melissa chuckled and said, "Yes, that's the whole point. Let him get a glimpse of the treasures that await." I wasn't entirely surprised as I heard what seemed to be a plan brewing between the girls. Apparently, they intended for this party to take some interesting turns tonight. As I continued to the bedroom to change, I wondered how or if I would fit into the plan.

After I came back down to the kitchen in my Chippendale's outfit for the second night in a row, my wife told Jessica and I to stand next to each other so she could inspect us. She straightened my tie and patted my ass as she had me turn around for her. She reached around from behind me and grabbed each of my nipples in her fingers and twisted them until I gasped. She said, "I want you to be a good boy tonight and make sure everything is perfect. Understand?" I could see Jessica watching breathlessly a foot away.

I nodded my head and gasped, "Yes, mistress."

Then she walked over to Jessica and gazed into her eyes as she brushed her fingers across her hair. She ran her hands down Jessica's shoulders and down her ribs until she got to her hips and turned her around so she was facing away. Melissa wrapped her arms around her and cupped each breast, squeezing them tightly. With her lips nibbling at her earlobe, she said softly, "Your job tonight is to release the sexy, vibrant woman that has been hiding in that gorgeous, sexy body for so long." Melissa slid her hands down and raised the hem of the short skirt with one hand and slid her other hand along Jessica's smooth, milky white thigh. The edge of her thumb was massaging against the lips and mound of Jessica's pussy. She stopped teasing her and turned her back around so they were facing each other. "Now, take a deep breath and let it out," she urged her friend. Jessica did what she asked and seemed to relax just a bit.

Melissa continued, "Whenever you serve Dan a dr!nk or pour him a glass of wine, I want you to make sure he gets a great view of your tits and ass and always ask him, 'Is there anything else I can do for you, Sir.' Understand?"

Jess seemed to shiver just a bit and whispered, "Yes, mistress."

Melissa smiled and stepped back to look at both of us as we stood there mesmerized by her. "Okay, I think we're ready. Dan should be here any minute. Bobby, please make the dr!nks and put them on the silver tray for Jessica to serve."

Sure enough, Dan knocked on the door a minute later and Melissa greeted him with a great big hug and kiss. Jessica was standing a step behind her and even though she and Dan had met the day before Melissa presented her to Dan with a "Ta Da!" and Dan took her hand and kissed the back of it like a true gentleman. Then, Melissa nodded at her and Jessica skipped off to the kitchen to retrieve the silver tray that had a Manhattan for her and Dan, and a Cosmopolitan for my wife.

Dan and Melissa got comfortable on the couch and the energy in the house seemed electric. When Jessica served Melissa her dr!nk, she bent over at the waist so her ass was right in front of Dan and then without standing back up she turned to Dan with her dress hanging open and handed him his dr!nk. Unlike my wife who was a master of seduction, Jessica wasn't very good at it so her awkward attempts were all the more adorable. With an innocent pose that was intended to be sexy, Jess said softly, "Is there anything else I can get you, Sir?"
Dan looked surprised and smiled at my wife and then back at Jessica. "Not right now my dear but if I think of something I will most certainly let you know."

The conversation between the three of them flowed easily as Dan asked Jessica about her job as an accountant and made her promise to tell embarrassing stories about Melissa in college before the evening was over. I served the appetizers and they all eventually made their way to the dining room table. Dan was sitting at the head of the table and the two ladies were sitting on either side of him. As I was bringing the main course to the table, Melissa told Jessica, "Why don't you pour us some wine dear?"

Jessica jumped up to grab the decanter of Caymus cabernet sauvignon from the sideboard and poured a glass of wine for Melissa first. This time she wiggled her butt in Dan's direction as she was pouring which elicited a small smile from Dan. As she turned to pour Dan's wine, my wife said, "Can you believe that tonight is the first time Jessica has ever gone without panties and bra under her clothes in public?"

Jessica's hands trembled and she spilt a bit of the wine. Dan said, "Is that right? It seems you can't keep yours on when we go out. So, was this your idea or is our sweet, innocent Jessica planning to try everything she's never done this weekend? What made you decide to go naked under that sexy dress tonight darling?"

Jessica looked at Melissa for help but my wife just smiled and waited for Jessica to come up with an answer. Jessica blinked her eyes several times and she licked her lips as her mouth went dry. I was taking my time serving their dinner and watched as Jessica summoned her courage to give an answer. Finally, she gave a little shrug and said, "I guess I ...... I wanted to dress and feel like a slut for the first time in my life." She seemed proud of herself for saying it out loud but embarrassed at the same time. Then, as if she had forgotten something she wanted to say, she added, "Is there anything else I can do for you .... Sir?"

Dan raised his eyes in surprise and smiled appreciatively. "Why yes, actually, you can." He paused and looked her in the eyes for a moment with a contemplative gaze, "Why don't you raise the hem of your dress and show me what you've been teasing me with all night ... my beautiful little slut?"

Her eyes got wide and her cheeks immediately flushed as she stood there stunned for a moment. I took the carafe of wine from her hands so she wouldn't drop it. She glanced at my wife who was looking on with a very amused look on her face. Then, she reached down and slowly lifted the hem of her short, little, black dress and stood in front of Dan with her downy-covered mound exposed to his gaze. "Mmm, very nice," Dan exclaimed. Then he twirled his finger to indicate she should turn around. Now she was facing my wife and Dan was admiring her tight, round ass. "You have a runner's ass, my dear. Beautiful." My wife had the same amused look on her face but I could also see her nipples poking against the silky fabric of her jumpsuit. This was really turning her on.

My wife said to me, "Bobby, unless you are going to take your pants off and show us what you've got, I think you have things to do in the kitchen." I snapped out of my lustful haze and quickly departed the room to the safety of the kitchen before I became the target of their games. However, like most domestics, I could still hear almost everything that was said in the dining room.

Dan said to my wife, "I can see why you've been lusting for her. She's delightful. No, no dear. Please stay right there and keep holding your dress up but you can turn back this way. I want to gaze at you for just a moment longer." It was quiet for a minute and then Dan asked, "Are you wet ... slut?"

In a voice so quiet I could barely hear, Jessica said, "Yes, sir."

"Show me," Dan commanded. It was quiet again and then he said, "Put your finger in my mouth. Let me taste you." In my mind's eye I could imagine her putting her finger wet with her juices into Dan's mouth. "Mmmm, if dinner is as succulent as this then we are in for a wonderful meal. Why don't you sit down now and let's eat before dinner gets cold." Next, I could hear utensils being used to eat dinner and eventually their dinner conversation returned to being like any typical dinner party.

I cleared their dinner plates and could see that the second carafe of wine was already mostly empty. The trio were laughing and enjoying each other's company as Dan got each of them to tell funny stories about college. Jessica seemed shocked when Melissa told about the times she would come to my apartment after her dates and I would be waiting to "do my magic" and "soothe her well-used pussy".

Jessica exclaimed, "I knew you were dating others but I didn't know you were going to Bob's right after having sex with someone else the same night!"

Mel said, "Sweetie, you were so innocent back then I was afraid I'd give you a heart attack if I told you."

Dan laughed and said, "Obviously, you have a long way to go if you want to be a slut like this one."

My wife gave a mock offended look and said, "You say Slut like it's a bad thing!"

They all laughed and Dan said, "Well, Bobby boy is the perfect cuckold hubby. Aren't you bobby? Aren't you anxiously awaiting Melissa's return to your bed after her dates with me? You can't wait to get your head between her legs to lick her clean, can you?" I nodded my head in agreement. He continued, "Every once in a while, Bobby forgets that he's a cuckold and isn't allowed to have sex with his wife anymore. So, he wears panties now so he won't forget. Isn't that right Bobby?" I nodded my head, embarrassed. The women weren't laughing now and just watched with interest as Dan teased me. "As a matter of fact, why don't you serve dessert to us wearing nothing but your cute bowtie and cuffs so we can see why you are better off just using your mouth to please the ladies?" I quickly left the dining room and retreated to the kitchen.

As I returned with the tray of desserts and port wearing no actual clothes, I willed my penis to stay soft as I served their dessert course. When I got to my wife, she cupped my balls and massaged them gently and said, "You've been such a good boy tonight. Thank you for a wonderful dinner." She puckered her lips so I could kiss her and then she patted my ass to indicate that I was done. I couldn't hide my erection as I walked quickly back to the kitchen and noticed the smirk on Jessica's face.

My wife said in a voice that oozed with sensuality, "Dan, do you think Jess can see your cock tonight? She's barely been able to think about anything else today."

Dan eyed Jessica and asked, "Is that so?"

Jessica paused and then replied softly, "Yes, Sir. I've only seen two up close – my husband and Bobby's."

Dan laughed and said, "I'm not sure you can call that a cock. Was your husband small too?"

She shrugged and said, "It was just a little bigger than Bob's."

Dan nodded and said, "Well, you said you wanted to feel like a slut tonight so let's see what we can do. Why don't you take off your dress? That should properly set the mood as we admire your lovely, naked body while we finish our dessert and this fine port. Then, we'll all go upstairs and you'll get a chance to see a cock up close." She stood up shakily on her high heels and slipped out of her sexy, little, black dress and stood there completely nude at the dining room table under Dan and my wife's very appreciative gaze. Her nipples were standing out like hard pebbles on her pert breasts. At first, she went to cover herself with her arms but then she dropped them and just sat back down and continued eating her crème brûlée with a renewed self-confidence and high expectations for what was still to come.
herboy63

Member


Posts: 376
#32 · Edited by: herboy63
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"Bobby, I think you should get under the table and put your mouth to good use while we finish our port," Dan announced. "I'd like to watch Jessica's reaction as you demonstrate your one sexual talent. Wouldn't that be fun?" he asked my wife.

"I think that is an excellent idea," she responded. "I do love having his head between my thighs while I enjoy my morning coffee. I'm sure she will enjoy it just as much with her port." My wife had a glint in her eye that showed she was enjoying the buildup of sexual tension.

She and Dan were fully-clothed while they had the two of us mostly naked – I did still have my bowtie and cuffs on and Jessica was still wearing her high heels, after all. Jessica looked nervous as she sat at the table nude. Just three days ago, she had never done anything more adventurous than giving her husband head and trying sex a few times in a position other than missionary. Since then, she had finally got to experience an orgasm from oral sex, spent a night having sex with another woman, gave her best friend's husband a handjob and here she was sitting naked at the dinner table for the pleasure of a man she had just met the day before.

Jessica looked across at Melissa as I crawled under the table. She spread her knees as I put my hands on her hips and kissed her inner thighs. I pulled her hips toward me and she responded by scooting her hips forward so I could get better access to her succulent flower. I could already smell her scent of arousal and knew she was likely very wet already. I ran my tongue up and down her outer lips and kissed and nibbled on her downy mound. My wife's foot ran up my thigh and found my balls. I could feel the cold leather of her high heel shoe against my scrotum as she slid her foot back and forth. I placed my tongue on Jessica's clitoris and swirled it around in a circular motion. She gasped and put one hand on my head. Dan said, "I'd like to make a toast." I kept working on her clit with my tongue and lips and my wife was now lightly tapping my balls in a soft kicking motion. "There are far better things ahead than any we leave behind. Let the adventure begin." I could hear the clinking of their port glasses at the same time Jessica grabbed a fistful of my hair with her other hand. She was already getting close. My wife quit tapping my balls and moved her foot so her heel was pressing against my asshole. I jumped when I felt it and lost contact with Jessica's pussy as I gasped. Jessica's hips were wiggling as she sat in the dining room chair. She pulled my hair to get my mouth back into place. The small heel of my wife's shoe was probing for an opening. Dan spoke again, "Your nipples are as hard as diamonds, my dear. May I touch them." Jessica replied in a ragged voice, "Yes, Sir." I heard Dan's chair move back and he came around the table to stand behind her chair. I could see his big hands completely cover each of her breasts as he squeezed them. He found her nipples and rolled them between his thumb and fingers. She was gasping and let out a soft moan. He pinched her nipples harder and she moaned louder. The movement of her hips was becoming more urgent. My wife's heel broke through the resistance of my sphincter and she pushed the thin heel slowly into my ass. I gasped at the intrusion but kept to my task because I knew Jessica couldn't hold off much longer. My wife spoke up as her heel remained buried in my ass, "Not yet baby. Wait until I tell you to cum. Hold it in. Do it for me." Jessica had thrown her head back against Dan as he twisted and squeezed her hard nipples. She slid her hips even farther forward so her pussy was smashed against my face. Her moans were becoming louder and longer. She was teetering on the point of no return. Then, my wife demanded, "Do it! Cum for me. Do it now!" Jessica grabbed another handful of my hair with her other hand and screamed out in passion and lust as she pressed my face roughly into her sex. She exploded and for the second time that day my face was drenched in her sweet nectar. I did my best to catch every drop but it came too fast. Her orgasm seemed to last for a full minute and Dan held her tight against him and the chair she was sitting in. I could feel the sole of my wife's shoe against my asscheeks as her heel was fully inserted up my rectum. As Jessica calmed from her orgasm, she released her painful grip on my hair and my wife slowly withdrew her heel.

"What a fabulous way to get the night started," Dan exclaimed. "That made me hard and I did promise to show you a real cock so let's go upstairs. Ladies?" Dan was pointing to the stairs. "Bobby, why don't you join us after you get done cleaning up down here?"

The three of them got up from the table as I crawled back out from underneath. My wife was holding Jessica's hand and Dan was leading the way as they left the dining room. I quickly cleared the table and hurried through the kitchen cleanup. It's unusual that I'm invited to join in when my wife and her lover go to the bedroom. I don't think my wife cares if I'm there or not, but Dan usually prefers to be alone with my wife unless he wants me there to tease and humiliate. When Dan and my wife first got together, he enjoyed comparing our cock sizes and asking my wife which one she would prefer. Once she would say, "Definitely, yours," he would either kick me out of the room to listen in the hallway or make me stand in the corner of the room while they had sex. Afterward, he would ask me if I ever made her moan and cum like he did. I always admitted that I couldn't make her feel the way he did in bed.

By the time I finished with the kitchen and got upstairs, I saw the bedroom door was open so I walked in quietly. My wife was on the bed, lying naked on her side with one finger in her pussy. She was watching Jessica on her knees with Dan's cock in her mouth. Dan stroked Jessica's hair as she ran her tongue up and down the shaft and did her best to get the large head into her mouth. She looked like she was in a sexual trance. "Ah, Bobby is finally here. Come stand next to me boy," Dan commanded as he stood naked over Jessica. I could tell he wanted Jessica to witness my small penis humil iation in the same way he had done with my wife.

I was still wearing nothing but my bowtie and cuffs as I stood next to him. He told Jessica to stop and look. "Tell me girl, which one of these cocks do you want in your pussy tonight?" Her breath was coming in quick pants and her lust was evident.

"I want your cock Sir," she said breathlessly.

"Why don't you see how much of his little cocklet you can fit in your mouth," Dan said amused.

She did what he asked and took the entire length of my penis into her mouth in one motion and sucked on me as I became even harder. It felt so good having a mouth on my penis and I didn't want it to end, but then Dan said, "Now, let's see how much of mine you can get in your mouth." She did her best but only got the head and a couple of inches of his cock into her mouth. His erection was impressive and filled her mouth so it was hard for her to breathe. She came up for air and tried to take more of him but could still only get a few inches into her mouth. Dan was stroking her hair again and said, "Don't worry my dear. You will get better at this. Let me show you what a real pro can do." He withdrew from her mouth and turned toward my wife who was watching intently on the bed. She rolled over onto her stomach and raised herself onto her elbows at the edge of the bed. Dan stepped closer and guided her head toward his saliva-wettened erection. She took the head into her mouth and kept swallowing more of his cock until almost the entire length disappeared past her lips. He held her head there for a moment and then allowed her to back off until almost half of the shaft was visible again and then she swallowed his cock to the root. When she came back up she released his cock from her mouth and, after catching her breath, smiled devilishly at her lover.

"Now that, ladies and gentlemen, is a true cocksucker." He leaned down and gave her a deep kiss before giving her a hard slap on her upturned ass. She squealed in delight and wiggled her ass waiting for more. He turned back toward Jessica and me and said, "After watching Bobby boy at the gloryhole, I've got a feeling he could give his wife a run for her money when it comes to sucking cock. I've never been anxious to have a guy suck my cock but I might make an exception for Bobby someday." He gave me a taunting look. "Did you enjoy those cocks in your mouth Bobby?"

I could feel the familiar heat rising in my face as the humil iation washed over me. Jessica, who was still on her knees, looked at me with a shocked look. I couldn't look her in the eyes. Don said in mock surprise, "What? You didn't know our little pussy-licker also likes to suck cock? How many did you suck the last time Bobby?"
I couldn't believe he was embarrassing me like this in front of Jessica. I shrugged my shoulders and said, "Four, I think." Then, I added in a quiet voice, "It was the first and only time." I looked at my wife on the bed and she had a sympathetic look on her face.

"Awww, leave Bobby alone and fuck me Dan," my wife pleaded. "Watching all this action tonight has got me horny as hell."

Dan laughed and said, "You're right. I've been dying to fuck you all night. Ever since you told me about you and Jess last night, I've been pretty damn horny myself." My wife rolled over onto her back with her legs spread wide as an invitation to her boyfriend. "Why don't you join us on the bed sweetheart?" Dan said to Jessica. She got off her knees and hopped onto the bed next to my wife. My wife pulled her down on top of her and they started kissing passionately. Dan watched for a minute and then climbed onto the bed, kneeling between my wife's spread legs. Jessica adjusted her position to give him enough room and then stopped kissing my wife so she could watch Dan guide his prick between the glistening lips of my wife's pussy. Melissa gasped as his cock stretched her cunt around the girth of his rigid erection but he was able to slide into her in one steady stroke. Once he got into a good rhythm, thrusting into my wife, Dan put his large hand behind Jessica's head and pulled her up to kiss him. It was incredibly erotic to watch him slowly thrusting into my wife as he passionately kissed her best friend at the same time. This was a man that was very confident in bed and was thoroughly enjoying his mastery of the situation. Then, he whispered into Jessica's ear and she responded by turning to face him while straddling my wife's head. She lowered her pussy onto my wife's face and Melissa immediately began eating Jessica's pussy while simultaneously thrusting her hips to meet Dan's thrust. Dan and Jess started kissing each other with my wife trapped under them. He would stop and suck Jessica's nipples and then told her to do the same to him. My cock was dripping as I stood there watching as they all seemed to forget I was in the room. My wife's moans were getting louder and Dan was fucking her harder. Dan told Jessica to suck my wife's nipples. She removed her pussy from Melissa's face and took one of her large tits with both hands and sucked on her nipple with passion. She switched to the other breast and did the same thing while pinching the nipple she had just left. By the sounds coming from my wife, I knew she would be cumming soon. Dan sensed her need to cum and told her, "Do it now, my pet. Cum for me." On cue, she screamed out her orgasm and bucked and writhed under her two lovers.

Once my wife quit orgasming, Dan pulled out and was still hard. I couldn't believe his incredible endurance. I was afraid to touch myself for fear that I'd cum immediately. Dan told Jessica to get on her hands and knees in front of him so he could enter her doggy-style. He was standing at the end of the bed and Jessica positioned herself so my wife's pussy was right below her face. She looked fearful as she waited for his massive erection to enter her. It was evident that she wasn't sure her tight pussy could accommodate something of this size. He put one of his big fingers into her pussy and sawed it in and out a few times. She was already moaning and my wife was stroking her face. Dan eased his cock into her slowly and she dropped her head onto the mound of my wife's pussy and let out a long, desperate moan. His girth was stretching her to the maximum and she was feeling frantic as her pussy tried to accommodate this invader.

"Oh my God," Dan shouted. "This may be the tightest pussy I can ever remember being in." He eased his cock back out slowly and pushed back in a little further this time. Jessica continued to moan but the sounds were changing from panic to pleasure and before long she was pushing her hips back to meet him. My wife was watching lustfully as her lovers fucked over her. She reached up and put her hand behind Jessica's head and guided it to her pussy. Jessica understood and began licking her pussy in earnest while also moaning her own pleasure. I don't think I'd ever seen a porn movie that was more erotic than the scene in front of me. Dan picked up the pace and Jessica was lost in her lust when she started shouting obscenities, "Oh fuck, oh fuck, I'm going to cum! Oh fuck me Sir! Fuck meeeeee!" Her whole body shook with the intensity of her orgasm. That seemed to be too much for Dan and he started having his own orgasm as he drove himself all the way into her cunt and shot a massive load of sperm into her pussy.

Dan pulled out of her pussy and turned to me and said, "Come here Bobby. Get under her and lick her messy pussy. Do what you do best. Show her what you love doing the most." I quickly lay under her and she dutifully lowered her pussy to my waiting tongue. She was still very sensitive so I had to be careful not to lick her clit as I licked the dripping, salty sperm from her slick lips. I tried to get every drop but there was quite a mess. Her pussy had received a lot of attention that night! "OK, that's enough Bobby. Now why don't you go to your room and leave the adults to play some more while you take care of that dripping toy between your legs. You can close the door on your way out."

I slid out from under Jessica and as I left the room Dan cuddled with both women in our big king size bed. I couldn't wait to get in the spare bedroom, apparently my bedroom tonight, so I could finally get some much-needed relief.

As I was drifting off to sl eep, I heard the unmistakable sounds of three people having sex at the other end of the hallway. It sounded incredible and I wondered what it would be like to have sex for hours. I told myself it was overrated but by the sounds coming down the hall I was starting to think otherwise.
herboy63

Member


Posts: 376
#33
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Later that week, Jessica found an apartment near our house but she spent most evenings at our house anyway. She and Melissa were becoming inseparable as she dealt with the break-up of her marriage and the blossoming new direction of her relationship with Melissa. Although Jessica was still very friendly and affectionate toward me, she was definitely seeing me in a new light as she took a bit more dominant attitude toward me. However, the biggest change was in how she and Melissa related to each other. Jessica was eager to please my wife and was quick do anything she asked. There seemed to be a subtle competition between us for my wife's attention and affection. My wife was amused by the whole thing and took every opportunity to push both of us to work harder for her recognition.

One morning while we were sharing morning coffee together, my wife said, "Bobby, I can't remember the last time you had your head between my legs. I feel like I've been neglecting you with all of this excitement having Jess around."

I smiled at my wife and responded, "Don't worry about me sweetheart. It's been awesome watching how excited you've been lately. This new thing with Jess seems to be going wonderful."

"Awww, you are such a sweetheart to say that. I really do love her. I was afraid you might feel threatened by how much time and attention I've been paying to her. I guess I should have known better. You always want me to be happy more than anything and I love you so much for that," she said to me adoringly. "I do miss your tongue though. Jessica is getting much better at that but you are still the best," she was beaming. "Would you like to eat my pussy now?" she asked sexily.

I thought of Jessica's warning and the hairbrush she had threatened to use on me if I gave my wife oral sex, but my desire to please my wife overrode any other consideration. I nodded my head and slipped under the table to find the object of my affection. She opened her robe, spread her legs and scooted her hips forward to give me better access. Since she rarely wears panties, there was nothing blocking my way. I ran my hands up and down her bare thighs and kissed her inner thighs. She ran her fingers through my hair affectionately and continued to dri nk her coffee with closed eyes. As I kissed and lightly licked her outer lips, my wife cooed softly, "I'm such a lucky girl to have three lovers in my life. All of you are so special." I continued my slow build-up of sensation to her pussy as I ran my tongue everywhere except on her clitoris. "I have Dan and his incredible cock and powerful personality. And now I have Jessica with her soft, feminine body and her sweet, innocent, submissive personality that makes me want her so badly. And, of course, there is you. My sweet, cherished Bobby that I could never live without. You are my rock. You give me everything. So, I want to be sure you get what you need." She continued stroking my hair lovingly as I started penetrating her pussy with my tongue. "I want you to know that you are loved and owned. Owned as my most highly prized possession. Owned in a way where each breath you take is given to you from the air I offer. Owned in a way where your only desire is to know how you can please me more. I want to give you the pleasure that can only be found in the subspace of total subm ission to me." Her voice and words were propelling my brain into a whirlwind of sensation as my tongue sought out her pleasure button and the desire to give her pleasure was all that matter. She gasped as my mouth made love to her clit. "You will know humil iation. You will know denial. You will hunger for my scent. You will endure much in your service for me. But we both know that is exactly what you want. What you need." Her hand went behind my head and she smashed my face tighter against her pussy and ground her sex against my face as she raced to her climax. My tongue continued the assault on her clit as I slipped a finger into her pussy and rubbed back and forth on her G-spot. She responded immediately with a loud, shouting orgasm that echoed off the kitchen walls.

Once she settled down, I crawled out from under the table and she pulled me to her to kiss me deeply. She licked her wetness from my face and lips and looked lovingly into my eyes, "You do know how much I love you, don't you?"

"Yes Mistress, I do," I answered truthfully and kissed her again before dropping to my knees in front of her and burying my face in her bosom.

"Such a good boy," she cooed as she held me tightly. She guided my lips to her nipple and I sucked before she offered me the other breast and I sucked hungrily on the other nipple. She patted me on the head and stroked my face. "That's mama's good boy," and she held me tightly again as my face pressed against her impressive boobs and I slipped away into the subspace she promised me.

Neither of us could know what a seminal moment this would become.
herboy63

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#34
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A week or so later, my wife texted me at work and asked me to pickup some take-out for the two of us and Jessica on my way home. This was pretty typical since Jessica spent many nights at our house but she had been swamped at work and we hadn't seem her in a few days. It was actually a few days of respite for me since I got to sle ep in the same bed as my wife and there was only one woman that I was serving each night. Jessica had asked my wife if I could sle ep in the spare bedroom on the nights she stayed so it was easier for the two of them to cuddle together. Of course, my wife consented and told me how much she would appreciate me doing this for her. Jessica was also getting used to having me take care of little things for her like refilling her glass, clearing her dinner dishes, dropping off her dry cleaning and other errands. Actually, I was happy to take care of running her errands and my submissive brain reveled in my great fortune to be serving two beautiful women. However, the reality of serving more than one person 24/7 can be quite challenging.

I walked into the house with the Chinese food and heard a cork pop from a bottle of champagne. My wife and Jessica were in the living room and Jess was pouring bubbly into their glasses. "Bobby, get a glass and join us," she giggled enthusiastically.

I put the food on the dining room table and asked, "What's the occasion?"

"Just get a glass and join us," she laughed.

She filled my glass and it almost overflowed as she raised hers and said, "Here's to my promotion. They made me a partner!" Both women started jumping up and down squealing in delight.

We all clinked glasses and took a big dri nk while whooping and cheering her great accomplishment. Jessica worked for one of the largest accounting firms in the country and had moved up rapidly. Despite the bureaucracy of the large firms, her obvious talent was recognized early and she'd been promoted over other more senior people.

Jess was talking excitedly in her southern drawl, "I told them I wanted to transfer to the corporate office downtown and they were afraid I might be quitting. My current office is on the campus of our largest customer and I'm the onsite client manager so they are afraid of moving me. But, I guess they figured the easiest way to explain it to the client was to say I was being promoted to partner. Who cares why? I'm a partner! I thought it would take at least three more years."

My wife gave her a big hug and kiss, "I am so happy for you Jessica! You've worked so damn hard. Nobody deserves it more." They hugged again and I just beamed at the two friends and felt so proud of Jessica.

We all sat down at the table to eat and eventually the exuberance gave way to hunger. As we were finishing up dinner, my wife said, "So, now that you're going to be downtown, are you going to ditch the corporate apartment you are renting?"

Jess paused before responding and then said, "Actually, I was wondering what you guys would think about me staying here for a while."

She left the idea lingering in the air for a moment before my wife jumped and said, "Are you kidding? I wanted to ask you to move in but didn't want to be too pushy. Oh Jessica, I'm so happy. Yes! Yes! Yes!" She kissed her right on the lips. Then, she turned to me and said, "Bobby, please tell me you are as happy about this as me."
I beamed at both of them despite my conflicted feelings as I imagined my wife's lover living with us. "Of course," I gushed. "I couldn't believe she didn't move in when she left Mr. Dumbass."

That seemed to make both of them happy and the festivities continued with a lot of happy chatter. "So, when will you be transferring to downtown? Or, more importantly, when are you moving in?" my wife asked.

"I need to transition a new person into my job but I'm thinking maybe next weekend or the one after that," Jessica said. They clasped hands and looked at each other lovingly. Jessica looked down at their joined hands and then back up to Melissa. "So, we probably need to discuss slee ping arrangements." Melissa nodded and then they both looked at me. I didn't like the way this conversation was turning. "I know you and Bobby love each other very much and I don't want to make any demands that you aren't completely okay with ........ but, I think Bobby needs to have his own bedroom." My wife waited for her lover to continue. "I do need my privacy and to be honest, I really would rather he didn't enter our bedroom without being invited in by one of us." She held my wife's gaze and then glanced over at me. "I'm sorry. I shouldn't be making any demands. You know I'll do whatever you want Mel. If I'm asking too much, then tell me and I won't say another word about it."

My wife's voice was a purr as she responded to her friend and lover, "Don't be ridiculous honey. I think Bobby totally understands that ladies need their privacy. Don't you Bobby?" They both looked at me again and I quickly nodded my agreement. My wife held her eyes on mine and took my hands in hers. She continued in the same soft voice saying, "My sweet little boy. You don't mind being a big boy and slee ping in your own bed from now on, do you?" She knew she was pushing my triggers and it was being amplified by doing it in front of Jessica. I hesitated and she pushed by saying, "Don't worry Bobby. One of us will tuck you in at night. As a matter of fact, we can also start having a bedtime for you so you get a good night's sle ep and your mommies can have some Mommy Time. Doesn't that sound good? You want us to be happy don't you?" Her eyes bore into mine and I knew there was only one answer. Besides, I really did want them to be happy and this new arrangement might be even more exciting than my life was already.

I nodded my head and said in a quiet voice, "Yes Mistress."

She gave me a big smile and said just as softly, "You can call me Mommy ... boy."

My head was reeling as I sensed a major shift was occurring but I couldn't quite put my finger on it. I looked up and saw that both ladies were watching me intently with curious eyes to see my reaction. My gut was telling me to throw myself at my wife's feet and tell her how much I loved her but my brain was telling me that I needed to include Jessica in this moment. So, I looked at Jess and said the first thing that I could think of, "What shall I call you?"

She licked her upper lip devilishly and leaned very close to me and said, "You can call me Ma'am from now on. That's a proper, respectful way to address a lady. I still call my mama 'Ma'am' to this very day." Jessica leaned over the table and kissed me on my forehead. "Thank you, Bobby. You really are a good boy." Her eyes were a mix of appreciation and someone that felt victorious. When she sat back down, she looked excitedly to my wife and grabbed both of her hands affectionately.

I decided it was time to give them some space and to also show my commitment to this new arrangement and said, "Let me go upstairs and move my things to my room. Is there anything I can get for you before I go ...... Mommy? .... Ma'am?"

"You can clear the table first, boy," my wife answered and then she started talking to Jessica about a sale at a local boutique where she could start shopping for her new corporate power suits. I was being dismissed, so I quietly cleared the table and then went upstairs to move my things.

It took about an hour to move all of my clothes to my new bedroom and all of my toiletries to the guest bathroom. Now, there was no reason for me to enter the master suite. I sat on my new bed for a moment and tried to grasp the rapid changes happening in my world. Except for the evenings when Mel and Dan slept together overnight, I'd be slee ping alone in a different bedroom for the first time since Melissa and I were married. Although Melissa and Dan talked on the phone almost every day, his busy schedule usually only allowed them to see each other a couple of times a week. This left the rest of the time for me and Melissa to enjoy each other's company. How would this change now that she had a lover living in the house? Would this mean I could be pleasuring two women on a frequent basis? I just didn't know what to think.

Eventually, I went back downstairs and the ladies were chatting amicably. "All done Bobby?" my wife asked. I nodded my head and she smiled, "Don't look so sad Bobby. Mommy will be right down the hall. And you know I'll still need you to make Mommy happy like you do at coffee time." I noticed Jessica shot me a subtle, but menacing, look. If my wife noticed, she didn't say anything. As far as she was concerned, this was more of the sibling rivalry between the two of us lately.

My wife continued, "Things will be a bit different around here so why don't we start this weekend and try things out. I'm going out with Dan Friday night. He has been super stressed at work lately and needs a good night out. We'll have dinner and then we're going to see a jazz band. We shouldn't be out too late but who knows." She looked both of us over and continued, "Jessica, I'd like for you to babysit Bobby while we're out. That will be one of your jobs now. He will start his new bedtime this weekend and I will expect him to listen to you just like he would to me. Bobby, you will mind her and do EVERYTHING she tells you to do. If he gets out of line, then I expect you to handle it, girl. Understand?" Jessica nodded her head enthusiastically and looked at me with an ominous air.

Melissa continued, "Unfortunately, it will be 'that time of the month' for me this weekend. Usually, I give Dan a great blowjob and he is satisfied with that. However, after our little party a couple of weeks ago, it was obvious that Dan and Jess had a wonderful time together. So .... if he wants to have sex, then I'll plan to bring him back here and, Jessica, I'll expect you to make sure he is completely satisfied. I want you to pleasure him just the way you do when you and I are having sex. If this works out the way I hope, then we'll both be getting as much of his big cock as we want and Dan will be the luckiest man in the whole damn city. Can you do that for me? Can you make your Mistress happy?"

This time, Jess nodded her head in agreement but didn't have the same haughty attitude. "Yes, Ma'am," she responded coyly.

My wife took Jessica's chin in her hand, "Don't worry sweetie. You are a very attentive lover and I'm sure the two of you will have a great time. Aren't you looking forward to feeling his big cock filling your pussy again?"
Melissa gazed into my wife's eyes adoringly and said, "Yes, but most of all I want to please you. I'll do whatever it takes to please you .... Mistress."

My wife's eyes fired with passion. Her nipples were erect and showing prominently through the thin material of her shirt. She clearly loved the idea of two worshipful pets that would do most anything for her and this power excited her. "Don't worry girl, you will get plenty of chances to please me. So far, you've made me the happiest Mistress in the world. You both have. And, I'm ready to take all of us to new places we've never explored if you're really ready for that. I know that I am." My wife looked at both of us as we sat there enthralled by her passion. After the things she had done with me over the past month or two, I couldn't imagine where all of this might end up, but I really didn't care as long as I was with her. I looked at Jessica and by the lustful gaze on her face and the hard nipples sticking out of her own shirt, I knew she was eager to start the journey.

My wife must have noticed the same thing as she leaned across the table and took each of Jessica's nipples between her fingers and rolled them gently at first and then pulled them as she pinched, "However, tonight we are celebrating you my love. I am so proud of you. Let's go upstairs and I'll show you how much." Jessica jumped from her chair and gave my wife a big kiss before the two of them bounded for the stairs. Melissa shouted back to me, "Bobby, we'll see you in the morning. Pleasant dreams, my love."

I sat at the table by myself for another half hour before going to my new bedroom. I gazed down the hallway and desperately wanted to listen at the door like I did when Dan was visiting, but I knew this was a new day and respecting their privacy would be an important part of this arrangement. So, I quietly closed the door and lay on my bed trying to decide if I was hearing the sounds of sex or if it was all in my imagination. Sle ep did not come easy that night.
herboy63

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#35
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My wife was giddy with excitement the rest of the week. She and Jessica shopped for new bed linens, bath towels, curtains, throw pillows and all kinds of household items. My wife explained that she wanted to be sure that Jessica "felt like it was her home too" while she was living with us. It seemed to me like a couple that were moving in together for the first time. It was king of cute and I didn't really mind if our house was being redecorated – not that anyone was asking for my opinion.

By the time Friday afternoon rolled around, my wife had a large "Welcome Home" banner hanging up in the living room and a bottle of champagne in an ice bucket waiting for Jessica's arrival. "I'm so excited Bobby. I feel like this is the start of something really big for all of us. I can't wait to have her here all the time. Are you as excited as I am?" Melissa asked excitedly.

I smiled back at her and said cheerfully, "There is no doubt this will be an interesting time for all of us. It's hard to imagine what is in store for us."

My wife put her hands behind my neck and looked me in the eyes with a playful look, "Are you excited that you will get to please two ladies now? That you will have two wet pussies hungry for your attention?" She put one hand between my legs and massaged my penis through my pants as she whispered in my ear. "Does it make your little dick hard knowing your wife's lover will be living in the house? That she has taken your place in my bed? That my moans you hear at night will be her tongue in my pussy and not yours?"

She could feel my erection through my pants and panties as she was stroking and teasing me. I whispered, "Yes!"

"Poor Bobby, being replaced by another of his wife's lovers. How will mommy make sure her poor little boy is being taken care of? I wouldn't want you to feel left out and neglected. Let's make sure you get some time with mommy this weekend. Perhaps we can get mommy's strap-on and have some fun together. Even better, I can use it on both of you. Wouldn't that be fun?" her sultry whispering and stroking me through the silky panties had me near the brink of orgasm. There was a stain forming on the front of my pants.

Just then, Jessica pulled into the driveway and Melissa shouted, "She's here!" She ran to the front door, throwing it open and yelling, "Welcome Home!" Jessica came running up the steps and the two of them embraced excitedly before coming inside.

I gave Jessica a big hug and kiss and told her how happy I was that she was here. "I'm so happy to be here too Bob," Jessica gushed. Fortunately, she didn't seem to feel or notice the erection or stain on my pants. She saw the big "Welcome Home" sign and tears came to her eyes. "You guys are the best," she said tearily. She and my wife hugged again, and I popped the cork on the champagne. Once the glasses were filled, Jessica asked if she could make the first toast. "This is to the two greatest friends a girl could ever have. Thank you for allowing me into your home, into your hearts and into your ....." Before she could finish, my wife quickly said, "Pants!" and we all started rolling laughing.

The two of them chatted while I unloaded Jessica's car and took everything up to her new bedroom in the master suite. I hung up her hanging clothes and started putting the rest of her clothes in drawers that used to be mine. I noticed she had some incredibly sexy, new lingerie. It seems the shopping for new clothes included more than just business suits. I wondered if I would ever get to see these satin and lace outfits on her. I really hoped so! As I unloaded the last bag, I found the dildo that my wife had given her as a present and that her husband had found so threatening. I couldn't help putting it up to my nose and inhaling her scent. I felt guilty but put it in my mouth anyway and sucked on it to savor the faint taste of her pussy. I couldn't wait to taste her again! I heard footsteps on the stairs and quickly put the dildo on top of her intimates and shut the drawer.
The two ladies came in as I stood there with a guilty look on my face. "What are you doing Bobby?" my wife asked.

I stammered a bit as I said, "Just, um, putting Jessica's, um, things away for her. I'll put the suitcases in the closet on a shelf." I grabbed two of the suitcases and started toward the walk-in closet where my wife, and now Jessica, kept her things.

Jessica stopped me as I started to walk past them and said, "Bobby, I really do appreciate your thoughtfulness, but in the future I'd appreciate it if you ask me before going through my things. I know you just want to be helpful but I'm just kind of private about some things, okay?" She kissed me on the cheek and I continued to the closet.

My wife said, "I feel bad that I'm going out with Dan on your first night here but it can't be helped. The poor thing really needs a good night out tonight." Melissa started stripping off her clothes and continued, "I'm going to take a quick shower and then get dressed. So, girl, would you find something sexy for me to wear tonight and lay it on the bed for me? You can help me get dressed and with my hair and makeup. And boy, you can either go start supper or get some takeout for you and your babysitter tonight." She was nude now and standing in front of us without any modesty at all. We were both gazing at her body with unhidden admiration. She smiled and said, "If it wasn't that time of the month, I'd let one or both of you lick my pussy to get me ready for tonight." We both nodded hungrily. "Now, off with both of you to do what I said," and she closed the bathroom door as she went to shower.

I decided to order a pizza for me and Jessica. It seemed the most appropriate thing to do since I was being babysat after all. By the time I got back from the pizza parlor, Dan was already at our house and having a Manhattan in the living room. My wife was almost finished getting ready. "Hey, Bobby, how are you doing?" Dan asked affably. "I hear you've got a babysitter tonight," he said teasingly. "I guess the new rules of the house are already getting established, huh?"

I wondered what he knew that I didn't. "So it seems," I said with a bit of trepidation. I took the pizza to the kitchen and heard the ladies coming down the steps. My wife looked amazing with her hair blown out, sexy makeup that highlighted her lips and eyes, and a form-fitting dress that accented her cleavage. Dan let out a whistle when he saw her.

Jessica had also changed clothes and she wore short shorts, a t-shirt without bra and her hair was in a ponytail. She looked like a slutty babysitter! I had little doubt my wife had picked out this outfit for her because it was not the way Jess usually dressed. After Dan checked out Jessica, he said, "Well, don't you look mouth-watering, my little angel!"

She curtsied shyly and gave him a sexy smile. "Why thank you Sir. That is so kind of you to say," she answered in her southern drawl.

My wife announced, "Perhaps, we'll see how mouth-watering she is later tonight. Although slee ping with the babysitter sounds so cliché," she said amused. "Now Bobby, I expect you to mind Jessica and to do everything she tells you without any fuss. Do you understand?" I nodded my head. "Since it's a Friday, Bobby's bedtime will be 10 o'clock tonight and I don't want him up a minute after. As a matter of fact he should go put on his pajamas now. Got it?" she asked both of us.

"Don't worry Ma'am, I'll make sure he is in bed and tucked in before then. We'll go put on his PJs as soon as you leave," Jess said assuredly.

Dan started laughing, "I love it. Bobby has a bedtime now!"

My wife gave a devilish smile and put her arm around his waist and said to Dan, "Let's go lover. I've missed you this week," and the door slammed shut as they went out for the night.
herboy63

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#36
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It was quiet in the hallway as I stood there unsure of what to do. As I looked to Jessica, she gave me a wicked smile and pointed to the stairs and said, "Let's go boy. We have some things to take care of upstairs." By the tone of her voice, I began to feel uncertain and wondered how this whole babysitting thing was going to go. I walked up the stairs and she followed close behind. At the top of the stairs, she said, "Go into your room and wait for me." I did as she said and sat on my bed waiting as she went down the hallway to her bedroom.

When she came back, she was carrying a box in one hand and her mot her's wooden hairbrush in the other. She handed me the box and told me to open it. "Your mommy and I bought you a present," she said. Inside, was an adult-size, one-piece, footed pajama with a flap in the back that could be unsnapped to use the bathroom. The pajamas were flannel with penguins and igloos and snowflakes. They looked like something you would buy for a 5-year old. "Put them on," Jessica commanded. "Your mom says you can leave the panties off whenever you are wearing them," she added.

I got up from the bed and with some embarrassment I got undressed and wiggled into the one-piece outfit. It felt weird sliding my feet into the footies that were part of the pajamas. After I zipped up the front, being careful not to catch my growing erection in the zipper, Jessica sat down on the edge of the bed and patted her thighs with the hairbrush. "Now, bend over but keep your weight on your hands and toes so you don't hurt my thighs." I stared at her in disbelief and she snapped, "Be quick about it boy. You don't want to test me." So, I did as she asked and bent over her thighs but made sure most of my weight was supported by my hands and toes. My erection must have been evident as it was trapped between the fabric of the pajamas and her thigh. She unsnapped the flap on the back of the pajamas and flipped it down so my ass was framed by the flannel opening. The air felt cool against the skin of my exposed buttcheeks.

She started by saying, "I told you that you were going to get a chance to spend some time with me and this hairbrush. And, just like my mot her used to tell me, I'll tell you .... You can kick, scream, cry or do whatever you want, but don't you dare move off my lap until I tell you to. Also, I'll warn you that if you put your hand back to protect your butt, it will really hurt when this hairbrush hits your hand. You'd be advised to let your behind take the beating. Understand?"

"Yes, Ma'am" I squeaked nervously. I was scared to death but incredibly aroused. I could already feel the wetness leaking onto my stomach.

Any thoughts I had of sweet Jessica going easy on me was quickly dispelled as she proceeded to snap her wrist like a drummer in a rock band and made contact with my perfectly framed ass with that wicked, wooden hairbrush. Her steady rhythm quickly had me feeling desperate as the brush repeatedly cracked against my reddening ass. I was crying out but doing everything I could to stay in position. True to her word, she never wavered in the spanking and kept going despite my protestations. Eventually, she stopped and rested the brush against my cheeks saying, "Didn't I say you should avoid eating out Melissa or you would be getting a beating?"

"Yes," I said on the verge of tears.

"Yes?" she asked expectantly. "Just 'yes'?" She began beating my behind even more severely than before.

"Yes, Ma'am!" I shouted, once I realized my error.

She stopped again and said, "I want to make sure you never forget this beating. I guarantee you that it will not be your last. However, the severity in the future will depend on you. Will it be like this or will it be worse? Or, will it just be a little reminder of how we expect our little pussy-whipped boy to behave around this house? Your wife already told me that one of my chores will be keeping you in line. Most of the other chores will be yours. Your wife knows that she's been entirely too easy on you but apparently, when it comes to you, discipline is no longer one of her great attributes. I promised her, you will be quite obedient." With that, she proceeded to spank me like I've never been spanked in my life. For the first time since I was a ch ild, I was crying my eyes out and no longer resisted as the hairbrush pummeled my behind and she gained my total subm ission.

When she was done spanking me, she put the hairbrush on the bed beside her and brushed her fingers through my hair while gently rubbing my welted butt cheeks with the palm of her other hand. She was cooing calmly to me, "Shhhhhh, it's all over now. Everything's going to be alright. Shhhh."

Eventually, I calmed down and quit crying. Strangely, it felt cathartic. As I lay there feeling her hands comforting me, I had an overwhelming desire to throw myself at her feet. I slid from her lap and got on my knees in front of her and leaned forward to lay my chest on her legs and wrapped my arms around her. She let me lay there for a minute before lifting my head to look her in the eye. "Is there something you want to say, boy?" she asked me in her sensual southern voice. Her eyes were smoldering. The spanking had ignited something within her.

I could barely speak and whispered, "Thank you Ma'am." Her gaze seemed to penetrate my soul as I kneeled before her. I wanted nothing more than to be at her feet and would do anything and everything she asked of me. She could see that in my desperate hunger for her and she loved it.

"Very good boy. I will expect you to thank me every time I punish you. Now, lay on the floor. You can show me how much you appreciated my discipline." I laid back on the floor as she slid her shorts and underwear off. She didn't remove her shirt but I could see her nipples were very hard. She put a knee on either side of my head and lowered her pussy to my mouth. She was already very wet. I looked up and saw that she was watching me with a look on her face that seemed to say she owned me and that made her very happy. I closed my eyes and tried to make love to her pussy with my tongue and lips. I desperately wanted to please this powerful, incredible woman.

She began to ride my face and to use me as a device to reach her orgasm. She was leaning forward supporting her weight with her hands on the floor above my head. "Oh my god, I'm going to cum. Ohmigod, ohmigod!" She squeezed her knees against my head and arched her back as she screamed out her orgasm. This time, I was prepared for her ejaculation and was able to capture much of it in my mouth but she still covered my face in her wetness. She continued to rub her pussy on my face as if to let me know that I was truly her pussy-whipped little boy.

When she got up, she slipped on her sexy undies and shorts and sat back down on the bed. I sat up and didn't know what I should do so I continued to sit cross-legged on the floor in front of her. The carpet felt prickly on my blazing hot asscheeks. She sat there just watching me for a long time. I was like a puppy dog waiting for my master to tell me what to do. "How do you do it, Bob?" I wasn't sure what she was asking and gave a quizzical look. "How do you watch her get ready for a date and to walk out the door with him and to know that she will be spreading her legs for him and will be loving him? How do you do it without going mad?"

I realized she was talking about my wife and responded, "I don't know. I guess I love seeing her happy and as long as I know she still loves me, then I'm happy for her."

"But, don't you get jealous? I was going crazy helping her get ready tonight. I laughed with her like we used to do in college before she went on a date, but inside I was having anxiety and wanted to yell out 'Don't go! Stay here with me!' I don't think she could see that it was bothering me and I know it's not right for me to even feel this way." She looked confused and troubled.

I put a hand on her knee and said softly, "It's not easy but you will accept it over time. She really loves you a lot. She also loves Dan. If you want her to be happy and fulfilled in ways that we can't do for her, then you'll gradually come to not only accept her relationship with Dan, but you'll actually be happy about it. It won't take anything away from her love for you. You've seen how she is when she's having sex with Dan. You wouldn't want to take that away from her, would you?" I was struck by the irony of comforting my wife's lover's jealousy.
"No, I suppose not," she said unconvincingly. "When the three of us had sex together, it was different. We were all having fun together. But, when he's around, she will always "be with him" and we will always come second."

I could see that Jessica was struggling with the reality of her new cuckquean status. "Yes, that is true," I stated flatly. "But, it's not so much that we come second. She treasures us and we will always be important to her. We are her submissives and she is our Mistress. He is her Dom and she is his Sub. She does whatever he says and we do whatever she says. We also do whatever he says because she wants us to do that for her. It's not always easy but it makes her happy and that's what matters, right?"

Jessica didn't answer right away and mulled over what I said. She wrapped up the conversation by saying, "And you will do whatever I say or there will be a lot more of your tears in the future. Now, let's go eat. The pizza is probably cold." As we got up to leave my bedroom, she added, "And don't bother washing your face or closing the flap of your PJs. You look a mess and I want your mommy to know I did my job." With that, our conversation was over.

A couple of hours later, I was sitting on the floor massaging Jessica's feet. I had already touched up the expensive manicures on her finger and toenails. She had threatened to get the hairbrush again if I messed them up. She was taking full advantage of her babysitter status and adapting to this new role remarkably fast. She got a text message while I was busy at her feet. "Oh my, Melissa isn't feeling well and they are on their way home. Dan is planning to stay tonight." She just sat there for a moment.

"Are you okay?" I asked.

"I'm actually a little nervous," she responded.

"About having sex with Dan?" I inquired.

"Yes, I guess so. Silly, huh?" she replied. "I can't wait to see, hold, suck and be filled by his big cock."

"So, why are you nervous?"

"He's just so .... Dominant," she answered. Then, she ordered me, "Get up and turn around so I can see your butt." I quickly did as she demanded. "Okay, across my knees and be quick. We need to get a nice shade of red on those cheeks before they get here." My ass was still tingling from the harsh spanking I'd received a couple of hours earlier. I looked at her pleadingly but she snapped, "Hurry! They'll be here in a few minutes." I did as she wanted and lay across her lap. She wasted no time applying her bare hand to may backside. It was a strong, steady tempo that had me wiggling almost immediately. Her hand was not as painful as the hairbrush but my sensitive cheeks were screaming from the new assault. Once she was satisfied with the color, she said, "Now, get in the corner and stay there until they get home. It is almost your bedtime."

I stood in the corner like a chastised little boy with the flap of my juvenile pajamas hanging open. My red ass was on display for all to see as my wife and Dan walked through the door a few minutes later. "Uh oh, it looks like somebody was a bad boy tonight," my wife said as she entered the living room. She walked up behind me and ran her cold hand over my hot ass. "Oh my, you are going to have some marks for several days, you bad boy. What did you do to deserve this?"

I wanted to say 'Nothing' but I said in a very soft voice, "I did something Jessica told me not to do."

"Well, I'd recommend you not do that anymore. She obviously knows how to give a very good spanking." Melissa said with amusement.

Dan chimed in and said, "So, little Bobby misbehaved tonight?"

Jessica answered him, "Yes, but I think he knows his place now. Don't you Bobby?"

"Yes," I responded meekly.

Dan took on a stern voice saying, "I won't have our little bobby thinking he can act up while we are out. Bobby put your hands against the wall and bend over." I could hear him unbuckling his belt and pulling it through the loops of his pants. I was on the verge of tears as I bent over and placed my hands against the wall in the corner of the living room. My asscheeks were already on fire and now I was going to get a whipping from Dan too.

Dan reared his arm back and delivered a solid Crack across my backside. I jumped up and Dan warned, "Get back in position and don't you dare get up again." I stayed in position as he delivered four more strokes with the belt before putting it back through the belt loops of his pants. "Now, get upstairs to your bedroom. It's your bedtime and you are grounded tomorrow. You can put the chastity cage on and you will wear it for a week." I had a tear in my eye as I turned around and was incredibly humiliated as I walked across the living room.

My wife stopped me saying, "Come here and give me a kiss good night." I walked to her and kissed her before going upstairs to my bedroom. I closed the door and, after putting on the chastity device, lay on my stomach on the bed as the fire in my ass was raging. The endorphins and subspace caused my head to spin and I felt like I was floating above the bed.

I lay there for what seemed a long time before I heard people coming up the stairs. They all passed by my closed door and I could hear the door close to the master suite down the hallway. About fifteen minutes later, my door opened and closed quietly. I rolled over to see my wife wearing nothing but yoga pants coming to my bed. Her voluptuous breasts still looked magnificent in the dark light of the room. She crawled under the covers with me and kissed me on the cheek. "I hope you don't mind if I sle ep in your bed tonight," she whispered. "I wanted to leave the lovers alone." She rolled over onto her side and snuggled with her back against me. I put my arm over her and cupped one of her breasts in my hand. It felt soft and firm and I could feel my penis stirring in the cage that was pressed against the fabric covering her ass.
"I love you," I whispered in her ear.

Without turning over, she squeezed the hand on her breast and said, "I love you too my sweet boy." We both drifted off to sle ep with the sounds of Jessica's gasping and moaning echoing faintly down the hallway.
eltipo4u

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#37
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What a stimulating and exciting story, keep telling. Please post the next chapters
.
Submissive Cuckold - lives for many years in a female-led marriage with a cuckold lifestyle.
herboy63

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#38
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When I woke up the next morning, my wife was already gone from my bed and I could smell coffee. After brushing my teeth and changing into a pair of panties and sweatpants, I went downstairs and found my wife sitting in her usual spot at the kitchen table with her iPad and a cup of coffee. "Good morning sunshine," my wife said cheerily. "Did you sle ep well?"

"Wonderful," I answered enthusiastically. "Having you to snuggle with made me have happy dreams."

She gave me an adoring smile as I walked over to kiss her cheek and to check her cup for a refill. She nodded her head that she wanted more. As I was pouring the coffee, Dan walked into the kitchen wearing my robe. He kissed my wife and nodded when I asked him if he would like some coffee. "So, where's my insatiable little nymph this morning," Dan asked.

Melissa giggled and said, "I'm right here silly," and then after they both laughed, she said, "She's already out for her early morning run. So, you showed her a good time last night, huh?"

"Ohmigosh, that girl has some seriously pent-up sexual frustration she is working out. I woke up before dawn with her lips wrapped around my cock to get me hard for one more ride before she got out of bed. I'm not used to being the one getting wore out in bed," Dan said shaking his head. He was sitting next to my wife and put his hand on her thigh and kissed her cheek saying, "I really missed having you in bed, baby."

Melissa slid her hand under his robe and pinched his nipple, "Are you staying another night? I'll make it worth your while."

He grinned, "That sounds like a wonderful idea. Besides, I grounded Bobby and I intend on making sure he is busy with chores all day today. He's not going to sit around here ogling the women all day." My heart sank a bit at this news. I was hoping to go to the gym and watch some sports.

My wife perked up and said to me, "Hey Bobby, show us your ass. That was quite the spanking you got last night." I lowered my sweatpants and panties and turned so they could see my behind. "Oh my, you poor thing. I bet that still hurts."

"Poor boy?" Dan challenged. "It is your spoiling him that's resulted in his bad behavior and he deserved every swat he got. I think a week or two in chastity should help his attitude. What do you think, boy?"

I was feeling dejected and answered, "Yessir, I'm sure that will help."

Dan was enjoying my embarrassment. "Your mommy told me about the changes around here and how you will be treated from now on. How's it feel to be cuckolded by me AND her female lover, Bobby boy? I hear you aren't even allowed in your old bedroom anymore. Is that right?" I nodded my head. "You see boy? When you have a little boy peepee, then the women can only see you as a little boy. You, can only see yourself as a little boy. And, from now on in this house, that is exactly how you will be treated. The way we see you and the way you want us to treat you." He let his words sink in. My wife sat there watching me as I stood in the kitchen uncomfortably. She seemed to be studying my reaction. Dan's hand was still on her thigh and I noticed that she put her hand on his and squeezed it, as if to say, "Thank you for saying that."

"Well, you can think about that while you're washing all of our cars today," Dan asserted. "After you're done with that then your mommy will have some more chores for you. So, hurry up and get something to eat. You've got a busy day." Dan picked up the newspaper on the table and my wife went back to reading her iPad. I grabbed a banana and bagel and took them to my bedroom to eat by myself. I was still trying to figure out what I did to deserve all of this punishment. On the other hand, I could feel myself slipping further into a state of submis sion. It appeared this would become my new life for the foreseeable future.

As I was washing the cars in our driveway, Jessica had returned from her morning run and, after eating some breakfast, she came out to join me. "Can you use some help?" she asked sympathetically.

"Sure," I answered and threw her a sponge. She was dressed a lot like the night before – shorts, t-shirt with no bra and her hair in a ponytail.

As she ran the soapy sponge over my wife's sports car, she said, "I'm really sorry for getting you in so much trouble."

I shrugged my shoulders and replied, "It's alright."

We continued washing the car and she said, "And thanks for not telling them why I spanked you. It's not your fault that Melissa wanted you to eat her pussy."

I looked at her and asked, "Is that really why you spanked me?"

She paused and answered, "No, not really. I just needed to do it. I've got so much going on inside that I needed to get out. I also wanted to show Melissa that I could keep you in line. I assumed she meant she wanted me to start spanking you. I had no idea they would be upset if I said you misbehaved and that Dan would spank you too ... and that you would ... get grounded." She looked like she was on the verge of laughing.

I threw my sponge at her and grabbed the hose and started spraying her. She squealed with laughter as the cold water hit her. "You really look sorry," I laughed as I chased her around the driveway. She tripped as I caught up to her and we both fell into the grass together. We were laughing and wrestling as I rolled her onto her back and ended up on top of her. We both froze before she reached up and took my face in her hands and pulled my lips to hers. I kissed her back. She slipped her tongue into my mouth and I reciprocated with my own tongue. When we broke the kiss, she whispered, "I love you, Bob." I was shocked but answered her truthfully, "I love you too, Jess." We held the look for a moment before she rolled me off of her and jumped up saying, "You better get back to work before Dan catches you goofing off."

I watched as she walked back to the house. Her ass swayed sensuously and her t-shirt was soaking wet so you could clearly see her nipples. Seeing them made me think of her moans coming down the hallway the night before and Dan saying how she gave him a blowjob this morning before riding him to an orgasm. The cage between my legs reminded me of the uncomfortable confinement of my penis as my erection began to grow. I looked at the living room window and saw my wife standing there with a pleased smile on her face. I wondered how long she had been there as I waved and got back to work.

After lunch, my wife had me do all of the laundry and to clean all of the bathrooms in the house. While I was busy, the other three enjoyed a beautiful day of sunbathing on the deck and Dan watched a ballgame on TV. Of course, I was also called on to refill glasses for each of them, as needed. Once I finished with the bathrooms and folded all of the clean clothes, it was time to start the grill so I could barbecue some chicken and make a nice salad for all.

After we finished dinner, Dan said, "You know Mel? This has been a really nice weekend so far. What do you say we play some games before it's Bobby's bedtime." My wife agreed enthusiastically and asked what game we should play first. "How about 'Never Have I Ever'?" Dan suggested. "We'll all hold up five fingers and the first one out has to do whatever the group decides." We all agreed and Dan told Melissa to go first.

My wife said, "Never Have I Ever ... done something sexually that I didn't want to do." Both Jessica and I dropped one finger. My wife was surprised and said, "I think I know what Bobby didn't want to do but what did you do Jessica?"

Jessica looked embarrassed and said, "Giving my husband oral sex. I only did it because he begged me to and I thought maybe he would reciprocate but I never liked it with him. He was tiny and I didn't like being on my knees for him."

Dan chuckled and asked, "So, do you like doing it for me?"

Jess answered sexily, "I LOVE doing it for you."

"Okay, your turn Jessica," Melissa said.

Jess thought for a moment and said, "Never Have I Ever ... been screwed in the ass." She blushed when she said it. Both Melissa and I dropped a finger. Jessica gave me a startled look. "Why Bobby, I never ..."
Melissa faked indignation, "You aren't surprised that I have?" Jessica just rolled her eyes.

I quickly clarified, "Melissa screwed me with her strap-on while Dan was watching." I immediately regretted saying anything.

Melissa teased, "Aww, what part did you like best Bobby? Me screwing you or Dan watching?" I stammered but didn't answer her question. "I think I may have an idea if you lose this game," she giggled.

"Okay, my turn," Dan said. "Never Have I Ever ... sucked a cock." Both women and I dropped another finger.

"That's no fair," my wife said with a pout. Jessica was looking at me again. Melissa said, "Gloryhole, remember?" Jessica nodded her head and said she wanted to hear more about that sometime. Melissa said, "Bobby, you are running out of fingers. It's a good thing it's your turn."

I offered, "Never Have I Ever ... had sexual intercourse with anybody other than my spouse." All three of them dropped a finger and Melissa protested that this was another unfair turn. Jessica agreed, saying less than a month ago she could have said Never.

My wife and I were now down to two fingers remaining up and it was her turn again. Melissa said, "Never Have I Ever ... eaten someone else's cum from a woman's pussy." They all were smiling at me as I lowered another finger. I felt like I was being setup. "Uh oh, Bobby's down to one finger. Your turn Jessica."

Jess smiled wickedly at me and said, "Never Have I Ever ... wore a chastity device and been denied sex by my spouse." Everyone laughed as I lowered my last finger and gave a pouty face.

"Aww, it looks like Bobby is our loser tonight," Dan announced. "Who would have thought Bobby has done more depraved things than all of us? So, what do you think girls? What should we have Bobby do as our loser?" My sense were on high alert as I anticipated their decision.

Melissa said, "Well, we've already got him in chastity, he's worked his ass off today and he had a pretty rough night last night. By his answers we know he's sucked dick, taken it in the ass, been cut off from sex and eats his wife's cummy pussy. So, what can we do that he hasn't already done that would still be fun for everyone?"
Hearing my wife put it like this made me shake my head in disbelief at my current situation. How did I ever get here and where was it all going?

They contemplated the options and it was Jessica that came up with an idea. "He needs a shower before bed, right? And it is almost his bedtime." They all were shaking their heads in agreement and I saw the light go on in my wife's eyes. "It was something Melissa said the other day that's been in my head ever since," Jessica continued.

"Oh Jessica, you are really turning into a kinkster," my wife laughed. "You want to pee on him, don't you?"

"Well, you said he would probably like it and by his reaction I'm pretty sure he really would," she enthused.

"Oh man, I can't wait to see this," Dan cheered.

"You have to do it too," my wife goaded him.

The next thing I knew, we were all in the master suite bathroom and I was lying face-up and naked on the shower floor with my chastity cage also removed. Both women had removed their pants and were standing over me. Jessica had a foot on either side of my head and I was looking straight up at her pussy. My wife had removed her tampon and was standing above my erect penis and Dan was standing at the door of the shower stall and had pulled his large cock through the fly of his pants. This must have been turning him on because I could see his cock was becoming firmer. "Alright, who is going to go first," Dan asked.

"I've been needing to pee for the past 20 minutes," my wife answered and she let her stream loose. Her pee was warm and the fragrance began to fill the stall as she covered my cock, balls and stomach with her golden offering. Before she was finished, Dan started and aimed his flow up and down my torso so I was covered from my neck to my hips. By the time he was done, my wife said to Jessica, "Come on sweetie, this was your idea. It's your turn."

Jessica laughed nervously saying, "I have to go so bad but I can't even pee when there is somebody in the stall next to me at work. This is not easy." She closed her eyes and a moment later a trickle started that hit me right on the nose. The sting from the splash caused me to close my eyes and I could feel her flow increasing as it cascaded all over my face.

"Open your mouth, boy," I heard my wife say. I did as she commanded and Jessica's golden nectar began to flow into my mouth. It was warm and salty and the smell slightly pungent. Jessica giggled with embarrassment as she emptied her bladder. I opened my eyes and caught sight of the last of her flow leaving her pussy. It was an incredible view and one I will never forget. "Now swallow!" my wife demanded. I did and almost cho ked at first. My wife handed me a wet washcloth and told me to wipe the splash from Jessica and her legs. I wiped Jessica's legs from my position on my back. After she stepped out of the shower, Jess and Dan left the bathroom. I sat up and did the same for my wife. She ran her fingers through my wet hair and said, "Did you enjoy that boy? Did it excite you to be pissed on by your lovers? To dr ink your new girlfriend's golden wine?" I gazed up into her eyes and nodded my head. I wrapped my arms around her leg and had an overwhelming desire to stick my tongue in her pussy. She patted my head and said, "Now clean yourself up and get to bed. It's past your bedtime." With that, she stepped past me and left the bathroom.
herboy63

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#39
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After that weekend, Friday nights were Date Night for Dan and my wife, and Jessica would plan to babysit me on those nights. We didn't always stay at home when she was babysitting me. Sometimes, it was also Date Night for me and Jessica. We went out to dinner, to the movies or enjoyed a dr ink at a local bar. To anybody watching, it looked just like a couple on a regular date. We enjoyed each other's company and talked about a whole range of topics. It was really nice!

However, what wasn't as obvious to the casual observer was the power dynamics in our relationship. She was The Babysitter and I was her Obedient Boy. I made sure to mind my manners and she never wanted for anything while we were out. This was even more evident on the nights we stayed home. She would make sure to set the tone on these nights right after Dan and Melissa walked out the door by telling me, "Wait in your bedroom for me. I will be right there." She would make me wait for a while and then walk in fully-dressed with her hairbrush in hand. I would have to strip to my panties and stand next to the bed waiting for her. She would sit on the bed in front of me, pull my panties to my knees and then tell me to get in position. Many times, she would make a comment about the pretty panties I was wearing or how my small penis better not dribble my 'mess' on her leg or the floor or I would be licking every drop up after we were done. I'd bend over her lap and she'd rub the back of the wooden brush over my behind before beginning a very firm, no-nonsense spanking that she referred to as a 'beating' for good reason. When she was done, she would always run her fingers through my hair and lightly rub my aching buttcheeks with the palm of her other hand while telling me what a good boy I was. After calming me from the beating, she'd have me get on my knees and thank her for the spanking. She'd point to any 'mess' that I needed to take care of and then she'd either have me lick her to orgasm or tell me to get dressed so we could go out. I was guaranteed to feel the sting and heat in my ass for the rest of the night.

Our spanking ritual was mostly reserved for Date Night, but there were other times when she would order me upstairs. Usually, it was for some minor or contrived offense that one of them blamed on me. However, there was one night when I got home late after a long meeting in the city and I forgot to turn my phone back on. Apparently, they were planning for the three of us to go out to dinner and couldn't get in contact with me. When I walked in the door, the two of them were sitting in the living room with an open pizza box on the table. I noticed that they were both dressed really nice and I said hello with a confused look on my face. "Did you ladies go out this evening?" I asked.

Melissa looked angry which is really unusual for her and she replied, "Why is your phone turned off? I thought you must have been in an accident or something. You never turn your phone off." I tried to explain that I turned it off for the meeting and just forgot to turn it back on.

Jessica jumped up from the couch and snapped, "Boy, get your little behind upstairs and wait for me." There was fire in her eyes. Melissa seemed to have tears in her eyes from her worry and anger. I wanted to plead my case but immediately saw the futility and hurried up the stairs to take off all my clothes except for the panties. I didn't have to wait long before Jessica walked through the door with her hairbrush. I noticed she didn't close the door this time. She stood in front of me with fiery eyes and said, "Now, you will know what a real punishment spanking feels like. Bend over the bed!"

I had never been told to bend over the bed. It was always across her knees. While I was bent over the bed, Jessica went to the bedroom window and removed the plastic rod for opening the shade. She stepped behind me and pulled down my panties saying, "Don't you move, you hear me?" I squeaked out a "Yes, Ma'am" just as she swung the rod and it landed with a 'Whoosh' and 'Crack' across my upturned asscheeks. I yelped at the white-hot pain but managed to stay down. She repeated this two more times and I was gasping. I heard her say, "Do you want to give him a few strokes?"

I looked back and saw my wife standing against the door frame watching. She shook her head, "No, you're doing fine." Jessica gave me three more strokes and threw the rod on the bed next to me. Then, she took the hairbrush I knew so well and proceeded to blister my behind on top of the welts she had just put there with the rod. For only the second time in my adult life, both at this woman's skilled hands, I was crying. She finally finished her beating and I fell to her feet and thanked her for spanking me through my tears. I looked up and saw my wife still in the doorway with a satisfied look on her face before she turned and went back downstairs without saying a word. Jessica pointed to the corner of the bedroom and said, "Stand with your nose in that corner until I come back up and tell you to go to bed." I quickly shuffled to the corner with the panties around my ankles and stood there for almost an hour. As the two of them came up the stairs, Jessica poked her head into the room and said, "Go to bed boy!" and shut the door.

I could hear the two of them having passionate sex for the next half hour.

The following morning, I came down to the kitchen and Melissa was having coffee in her usual spot. I gave her my 'I'm sorry' eyes and said, "I hope you're not still mad at me. I really am sorry."

"I think you learned your lesson," she responded. "You must be starving. You were sent to bed without supper last night, poor thing." I was glad to see that she wasn't as mad as the night before.

"Can I make you something?" I asked. She told me to make her whatever I was having. So, I made some poached eggs and bacon. As I was putting them on the plates, Jessica came in sweaty from her morning run.

"You're just in time, sweetie. Bobby was just making breakfast." Jessica said she was famished and gave Mel a kiss on the lips as she sat in the chair next to her. I put the two plates of food in front of them and decided I would just have a little fruit and coffee. We all chatted about our plans for the day and I was glad to see that neither of them seemed to be upset at me anymore. Then, out of the blue, Melissa said, "I guess we should tell Bobby the new rules." Jess nodded her head and they both looked at me seriously.

My wife started, "Bobby, you seem to be doing so well under Jessica's guidance that we discussed it and she thinks you need to be under her control even more. So, we're going to try a few rules to help reinforce her new role around here. First, and this one is honestly the hardest for me - after today, you can only eat my pussy if it is full of another man's cum. I know that you haven't done that in a very long time and it is my fault. So, I promise to do my best to have Dan fill it up for you as often as possible. To be honest, I'm making that rule as a reminder that I need to make sure you get what you've always wanted the most." I was dumbfounded. Being between Melissa's thighs was my heaven. How could they make this rule? I can't remember the last time I licked Dan's cum from her pussy.

Jessica joined in, "Rule number 2! You will not be allowed to play with your little weenie anymore unless you ask my permission. And I will only give you permission after you've given me at least five orgasms with your tongue. If you break this rule then you will be in chastity for a very long time. If you consider 'that time of the month' into the schedule, then you will see that your tongue better get busy if you expect more than a couple of cummies a month."

My wife smiled seductively and said, "The last rule is ... from now on, all of your cummies will have to be supervised. No more sneaking off to your room to play with your little monkey. When you get Jessica's permission, then you will do it in front of us and do it how we tell you. And, we've already decided that your first one will be all over my titties so you can lick every drop off and have your fun with them. So, now you have something to look forward to," she said with a big grin.

Jessica added, "But I can assure you that some of them may be a bit more ... challenging than that. I'm sure I can come up with some good ideas but I do want to hear more about the strap-on and gloryhole." Both ladies thought this was hilarious and laughed as I sat there with an erection contemplating the new rules. I looked at these beautiful women and realized they wouldn't be playing these intimate games with me if they didn't love me. I was truly one lucky cuckold, but it was becoming more and more evident that Jessica was no longer the innocent, distraught woman that showed up at our house a little more than a month ago.

My wife purred, "I did say 'after today' you could only eat my pussy after Dan fills it. So, I sure would like one more morning orgasm with my coffee." She licked her lips and gave me her best 'come get it' look and pointed between her legs. "Ready for your last taste of my unfilled pussy?" I looked at Jessica and she nodded her head to indicate that it was okay with her. I slipped out of my chair and scrambled under the table as my wife spread her legs. I couldn't believe that this might be the last time I tasted her pussy without cum in it for a very long time. I did my best to make sure she would enjoy it as Jessica found my penis with her foot and rubbed it as I worked my tongue over my wife's sex. Not that it would matter, but I hoped I wouldn't cum on Jessica's foot before I finished pleasuring my wife's pussy.
herboy63

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Melissa and Jessica shared the master suite and more and more frequently my wife was also staying overnight at Dan's house. On those nights, Jessica would usually ***** alone in their bedroom but occasionally she would invite me in. Sometimes, she would just have me cuddle with her and hold her as we fell asle ep, and other nights she would have me suck her nipples and pussy to multiple orgasms before sending me back to my room or to sle ep on the floor next to the bed. I asked her one night why she never let me stay in bed with her after I pleasured her and she said simply, "Because you're not your wife."

One afternoon when Melissa had left to stay with Dan, Jessica and I were eating a late lunch at a local restaurant and she seemed distracted. "A penny for your thoughts," I said with a smile.

"Oh, I'm just feeling like a neglected girlfriend," she mused. "It seems Mel is over at Dan's all the time lately and I'm missing her." I nodded my head and waited for her to continue as we ate. "Can you even remember the last time you saw her naked?" she asked.

I answered with a nod, "Yep ... well actually, she wasn't completely naked. When you let me cum on her titties two weeks ago."

She nodded at the memory, "You did give me ten orgasms, so it was past time for your reward. She even let you stick your hand down her pants and finger her pussy as you licked your spermies from her boobs. I was jealous because I was wishing it was me doing that," she said wistfully. "It's so silly because I knew you were just getting your reward but I'm so jealous lately. I really try to be more like you and to be happy for her, but I want her so bad. Does that make sense?"

"Of course. The two of you are so in love that you want to spend every minute possible being with her and making her happy. This type of relationship isn't easy."

"No, it's not," she sighed. "You probably wouldn't know, but she's been teasing me like she teases you. I haven't had an orgasm with her in almost a month. She gets me right to the edge and then backs off. She does it over and over and then tells me to get her off. After she cums, she tells me it is time for me to go to sle ep. She says if I want to cum then I should get it from you. It's driving me crazy! So, no, this is not an easy relationship." Then, she smiled and said, "But I have you." She reached across the table and squeezed my hand. Her expression became more seductive, "Are you happy being my boy, too?"

"Oh god, yes," I whimpered. "This has been some of the most exciting few months of my life." She seemed very pleased with that answer.

"Me too," she said cheerfully. "And, I guess I just need to figure out how to make it even more exciting for all of us." She poked me on the nose with her finger and made kissy lips at me as the waiter brought our check. "I'm taking the rest of the day off work. Let's go home."

Once we got home, we were surprised to see Dan and Melissa at the house. As we entered the living room, Jessica said, "I thought the two of you were staying at Dan's tonight?"

Melissa was ebullient and said, "Dan's decided to take me to a spa in the mountains for a couple of nights. We just stopped in so I could pack a quick bag."

Jessica looked crest-fallen and said, "But, we were going out for a girl's day tomorrow. I even took off work."
Melissa gave a sad-face and said, "Aww, I'm sorry honey. Let's do it the day after I get back." Jessica didn't say anything and sat on the couch pouting.

Dan said, "Hey Jess, why don't you turn that frown upside down and make me a Manhattan while Mel packs a bag."

Jessica's eyes flashed at Dan as she said in a measured tone, "Bobby, can make it."

Dan's eyes arched in surprise and then he responded, "I didn't ask Bobby to do it. I told you to."

Jessica let out a loud huff and got up from the couch with obvious anger. Melissa shouted, "Girl, stop right there!" She stared menacingly across the room into Jessica's eyes. "Strip your clothes off and get your nose against that wall." My wife turned to me, "Bobby, go get me the wooden spoon from the kitchen." I was shocked but got up to do what she said. Jessica was standing there with a shocked look of disbelief. "Oh, don't believe that look on her face boys. This won't be the first time Miss Innocent has been stripped naked and had her ass whipped. How do you think she got those straight A's and lost that freshman ten pounds in college? When they assigned me as her big sister, I threatened to spank her one night if she didn't straighten up and the next thing I knew she handed me a wooden hairbrush, dropped her pants and laid across my lap. It wasn't long before she was at the top of her class and she turned that body into the fit and trim beauty it is today." Melissa looked back to Jess and demanded, "I said Strip!"

Jessica lost her indignant composure and started shedding her clothes. After she was naked, she walked to the far wall and stood there with her hands on her head and her nose against the wall. My wife retrieved a straight-backed chair from the dining room and put it in the middle of the living room. I came back with the heavy wooden spoon and handed it to my wife. "Across my lap," she said severely to her insolent girlfriend. Dan was watching with great interest as he watched Jessica approach my wife and lay across her lap. "I seem to remember that you like it applied harshly," Melissa seethed. "Grab the chair legs, missy." Jessica did as she demanded and my wife began the most severe spankings I could have imagined her giving. Jessica wiggled, kicked her legs, shouted out and pleaded but she never left my wife's lap. When my wife was done, she dropped the spoon on the floor and ran her fingers through Jessica's hair as she ran her hand over her bright red asscheeks. "Shhh, shhh, my good girl. It's all over now." I was having déjà vu as I recalled this exact ritual when Jessica spanked me.

Once Jessica calmed down, Melissa said, "Now get up and go apologize to Dan. I expect you to be sincere so he will accept your apology."

Jessica got up and with tears in the corners of her eyes, she said with a red face and in a quiet voice while looking at the floor, "I'm sorry, Sir. It won't happen again and I hope you can forgive me."

Dan let her stand there in her demure, chastised, naked pose before answering, "I think tonight will be the night that this girl finally loses her anal cherry." Jessica looked up at him with fear in her eyes. Dan laughed and said, "Don't worry. It won't be me dear. You aren't ready for that yet. I think we'll have Bobby take your anal virginity. His little weewee is made for a tight job like that." Now, Jessica and I were both shocked. Neither of us knew what to say, so Dan told her, "You can give me a blowjob while Bobby takes your ass. Then, I'll believe that you are really sorry. What do you think Mel?" Dan raised his hips so he could slip his pants and underwear off.

"I think that is a lovely idea," my wife answered. Melissa came over behind Jessica and ran her sharp fingernails over the welts she had just put on her bright red ass. She turned Jess by her shoulders and crushed her lips against Jessica's quivering lips. She broke the kiss as Jessica's knees trembled. "Go ahead, girl. On your knees. You've sucked him many times before." Jessica did as she asked and got on her knees and took Dan's cock in her hand and raised it to her lips. "Bobby, go get the lube from our bedroom." I wasted no time doing what she asked but was still in shock at what I was being asked to do.

When I returned a minute later, Dan was already getting hard and I could see Jessica's bright red ass bouncing suggestively. My wife had taken a seat on the couch next to Dan and was watching the action. "Go ahead Bobby. Take off your clothes." I quickly stripped. "Now, be gentle and stick a lubed finger up her butt and work in as much lube as you can." Jessica whimpered before I did anything. My wife indicated that I should begin so I dribbled some lube on her puckered opening. She gasped and pulled her mouth off of Dan's cock. Dan guided her mouth back to his erection and told her to be careful that she didn't bite him. I slowly worked my finger into her opening and slid it back and forth without going too far. She was whimpering and sucking on Dan's head at the same time. I finally pushed my finger past her sphincter muscle and she tried to pull away but was trapped between Dan and me. I left the finger there for a moment to let her get used to it. Her muscles were clamping on my finger and I slowly started gliding it in and out as I continued to dribble more lube on her opening. Dan let her stop sucking him as she gasped and tried to get used to the finger in her ass. My wife came behind me and pushed me down to my knees behind Jessica and said, "Now, I want you to be just as gentle as you take her ass but don't be so slow that you cum before you are fully inside of her. Understand? We all know that you can't last very long." I nodded and took my erection in my hand. I put lube on the shaft and rubbed it all over. It felt so good that I was afraid I might cum before I even got close to her asshole. Dan pushed her mouth back on his cock and urged me to fuck her ass. I eased the head against her asshole and pushed slowly. Jessica was moaning and whimpering. As I felt the head pop past her sphincter she shouted out, "Ohmigod, Ohmigod!" and I kept pushing very slowly and then pulling back. My wife said, "Okay Bobby, fuck her before you cum. Do it now. Fuck her hard!" I pushed all the way and Jessica moaned desperately. Dan let her off his cock for fear that she might bite him. I started thrusting into her ass and the sound of my hips smacking against her red asscheeks were reverberating around the room. As my wife expected, I did not last a full minute before my orgasm boiled up from my balls and blasted inside her rectum. However, I kept thrusting with wild abandon as the incredible feeling of my orgasm flooded from my balls. My shouts and Jessica's groans were now blended into a sexual crescendo that had Dan and Melissa incredibly turned on. Dan pushed Jessica's mouth back on his cock and started thrusting into her mouth as he got close to cumming. Dan shouted out his orgasm and held Jessica's head so her mouth stayed on his cock as his first orgasm hit her in the back of her throat. He let her pull free of his cock and kept cumming on her face and small tits.

Jessica was still on her hands and knees in front of Dan as Melissa brushed Jessica's hair from her face and said, "Come to me girl," and pulled Jessica up so that she was straddling Melissa's lap and facing her. My wife grabbed her face with both hands and pulled her into a deep and passionate kiss. Then, she began licking Dan's cum from Jessica's face and moved down to her tits and licked the cum from her chest before sucking and biting her nipples. Jessica wrapped her arms around Melissa's head and gasped in pain and pleasure as Melissa's teeth tormented her nipples. It wasn't long before her very sensitive nipples had her on the verge of orgasm. Melissa stopped and whispered in her ear, "Let's go upstairs so I can give you the orgasm you so desperately want, my love." They both got up from the couch and Melissa said to Dan and me, "We'll be back later."

I slipped on my panties and pants and asked Dan if he still wanted that Manhattan. He laughed uproariously and suggested I make one for both of us. We sat in the living room chatting with our dri nks for the next hour before the ladies came back downstairs. They looked like they had showered and were both wearing different clothes with their hair in ponytails. Jessica had a floaty, submissive look in her eyes and the two of them were holding hands. Melissa said, "Bobby, I've got a bag upstairs on the bed. Will you bring it down and put it in Dan's car for me?" I jumped up to do what she asked. Then, Melissa said to Dan, "Would you mind terribly if Miss Naughty went along with us this weekend? I'm sure she will make it up to both of us and be the perfect little servant. Won't you my sweetest?"

Jessica look embarrassed as she responded, "Yes, Ma'am, I promise."

I couldn't help but look inside the bag and saw that there were clothes for both women but there was also some really sexy lingerie, nipple clamps and my wife's strap-on. I had a feeling this was going to be quite an interesting weekend for Jessica! I also realized that tomorrow night would have been Date Night so it looked like I wouldn't be getting a spanking. I wasn't so sure about Jessica's chances though.

When I came back downstairs, they were all waiting by the front door and Dan said, "We need to get going if we're going to get there before it's too late for dinner. Bobby, I hope you enjoy the house to yourself. You won't misbehave without your babysitter being here will you?" He had a teasing look on his face.

My wife chimed in, "Don't forget Rule #2 Bobby. No playing with your weewee. Do you need to be in chastity to make sure?" I assured her that wasn't necessary before she kissed me goodbye and they were off to the mountains.

For the first time in a very long time, I had the house to myself and all I could think was how incredibly quiet and lonely it seemed.
shankly

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#41
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Amazing story! Please continue
Droopy and Miss
herboy63

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#42
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Gonna be travelling for a couple of weeks so I'll post something when I get back. Thanks for the feedback shankly!
Techcuck

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#43
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Great work! Anxiously awaiting new chapters. Thank you for sharing your story
eltipo4u

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#44
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shankly:
Amazing story! Please continue

I agree. I love this story
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Submissive Cuckold - lives for many years in a female-led marriage with a cuckold lifestyle.
SeduceHerPlease

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#45
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Very hot, very sexy!
eltipo4u

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#46
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Is there a new chapter coming up?
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Submissive Cuckold - lives for many years in a female-led marriage with a cuckold lifestyle.
herboy63

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#47
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Still on vacation but should be posting the next chapter soon!
eltipo4u

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#48
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herboy63:
Still on vacation but should be posting the next chapter soon!

sounds fantastic
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Submissive Cuckold - lives for many years in a female-led marriage with a cuckold lifestyle.
herboy63

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#49
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The weekend was relatively uneventful but I was surprised at how difficult it was to not play with myself. There was nobody around and my mind was racing with thoughts of what might be happening in the mountains. I had no doubt that the three of them were engaged in some pretty erotic and intense sexual situations so my penis was in a constant state of arousal without any stimulation. However, I dared not touch it for fear of the consequences when they returned. The threats of prolonged chastity and a bru tal session with Jessica's wicked hairbrush were enough to keep my lust in check as I tried to keep myself busy with other things around the house. Even though I knew there was no way anyone would know what I did, I also wanted to suffer for them. Besides, I gave my word to my wife and I knew I could never lie to her.

Just before dark on Sunday, I received a text message from Jessica saying, "We'll be home in 30 minutes. Start dinner and be waiting to receive us when we arrive." I read it several times. The tone and directness of the message was curious. Why was Jessica sending me the message? What did she mean by "receive us"? I shrugged and got busy on pulling something together for dinner. I could feel the stir of excitement in my belly as I sensed something new was brewing as they returned from their weekend getaway.

I kept my eye on the clock and as their projected arrival time drew closer, I stood by the window in the living room watching for Dan's car. When I saw them coming up the street, I quickly went outside and waited for them in the driveway with a big smile on my face. I felt kind of awkward as I stood there wondering if I was "receiving them" properly. Should I be wearing something in particular? Did they want me out here in the driveway or standing at the door or something else? I had no idea, so I just stood there like anybody else might do and waved at them as they drove up the driveway.

When Dan stopped the car, the back door opened and Jessica quickly jumped out of the car and motioned impatiently for me to come to the car saying, "Open his door, boy." She opened my wife's door as I hurried over to do the same for the driver's side door. I was struck by Jessica's appearance. Her blonde hair was cut much shorter than when she left. It gave her a more severe look and the innocent, sweet appearance with the long ponytail was gone. She was dressed in a very sexy short leather skirt, a tight white button-down blouse with no bra, and black stiletto heels that made her almost three inches taller.

Jessica held out her hand for my wife and as Melissa emerged from the car, Jessica bent her head down to kiss the back of Melissa's hand. My wife was wearing an emerald green jumpsuit that was cut provocatively to accentuate her ample cleavage. Her long flowing black hair cascaded across her shoulders and her high heels made her the same height as Jessica. She watched Jessica kiss her hand with a satisfied smile and ran the fingers of her other hand through Jessica's short hair sensually. When Jessica looked into her eyes, my wife made a kissing face with her lips and withdrew her hand as Jessica closed the door.

Dan popped the trunk as I held his door open and he got out of his car. "Bags are in the trunk, Bobby boy," he indicated with a wave. He walked around the front of the car and embraced my wife with a big bear hug. "That was an incredible weekend my love. I hate to see it end but I'm sure we'll have many more just like it." He kissed my wife passionately with one hand squeezing her ass and the other pressing her tightly against him. I wondered how many of my neighbors were looking across their manicured lawns and wondering how I could stand there watching another man fondling my wife.

After the kiss, my wife had pouty lips and said, "You can't stay for dinner?" She reached between his legs and fondled his manhood through his pants. "The weekend isn't over yet," she added seductively.

He shook his head saying, "No, I have to get up early and the two of you have completely wore me out." Then, he released my wife and pulled Jessica to him. "And you, my pet," he said with a gleam in his eyes. He held her by the chin and peered into her eyes before raising her lips to his own. He kissed her tenderly as his other hand glided down her rib cage and over her hip to cup the cheek of her ass in his large hand. I could see his hand squeezing her ass as she wrapped her arms around his broad shoulders until she clasped her fingers together behind his neck. They held the kiss while my wife watched them with a content smile. When they broke the kiss, she wrapped her arms around him and lay her head on his chest for a moment as he held her against him.

"Thank you, Sir," she whispered before they separated and she stepped back next to my wife's side. She had a serene, submissive look in her eyes as my wife put an arm around her waist and they walked to the house.

I pulled the overnight bag from the trunk and saw that there were many more shopping bags in the trunk as well. It looked like they had quite the weekend shopping spree. I gathered all the bags in my arms and closed the trunk with some effort as Dan was getting back into the driver's seat. He lowered his window as I walked around the side of the car and he said, "You're one lucky man Bobby." I stopped and peered over the pile of bags in my arms. "You're living with two incredible women and they both love you very much. Your sex life may be over, but I think you're going to get more than your deviant cuckold fantasies ever thought possible." He apprised me for a moment as I stood there with packages overflowing in my arms and smiled at me with amusement before he rolled up his window and backed his car out of the driveway.

I stood there watching as his car drove up the street. "Your sex life may be over" echoed in my ears. What the hell happened during their trip to the mountains and what was in store for me now?
eltipo4u

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#50
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It goes on, so damn great
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Submissive Cuckold - lives for many years in a female-led marriage with a cuckold lifestyle.
herboy63

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#51
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***** This is the story of Melissa and Bob, a happily-married, loving, cuckold couple. In Book 1, "Should Have Known Better", we were introduced to Dan, Melissa's dominant boyfriend. He has been guiding the couple into discovering the ultimate cuckold relationship and has finally brought Melissa to realize that her husband's role in her sex life should be limited to what they all know he is meant to be - her submissive pussy worshipper.

In Book 2, Innocence Lost, we explored Melissa's growing interest in having a female lover, her college girlfriend Jessica, and the interesting dynamics that evolve between the loving couple, Dan and the new girlfriend. Jessica was a very innocent and sexually inexperienced woman that was ready to catch up on lost time as she navigated being in a new relationship with a female while also trying to understand the bizarre cuckold relationship that she has just walked into.

In Book 3, Jessica has moved in with the cuckold couple and replaced Bob in the master bedroom. He is now being cuckolded by both of his wife's lovers and Jessica is becoming more dominant toward the cuckold. The relationship between Melissa and Jessica is also exploring the dynamics of Dominance & Sub mission and Jessica is trying to deal with her own jealousy and cuckold angst. This final book will explore the complexity of love, lust, sexual denial and power dynamics. Welcome to Book 3! *******

Hunger and Denial Make Strange Bedfellows

As I entered the house, Jessica was topless and pouring a glass of wine for Melissa who was reclining on the couch. "Oh Bobby, thank you for gathering our bags. Put those on the bed in my bedroom and my sweet girl will put everything away later," my wife said pleasantly. "Whatever you are cooking smells delightful. You are such a good boy." She looked at me lovingly with an adoring smile. At least my wife was still acting the same.

I dropped all of the bags on the king size bed in my old bedroom and hurried back downstairs to check on the lasagna in the oven. Fortunately, I had bought pre-made lasagna at the grocery this morning and only needed to heat it back up with some garlic bread and a salad to make a quick dinner for everybody. As I tended to dinner, Jessica was sitting on the floor in front of my wife and massaging her feet as Melissa lay on the couch with eyes shut sipping her wine. I could see Melissa run the soles of her bare feet over Jessica's bare chest and she would pinch Jess' hard nipples with her toes as Jessica continued to massage her feet and suck on her toes. It was quite an erotic sight.

"Dinner's ready," I called out cheerily after delivering dinner to the dining room table. The ladies came into the dining room but Jessica held up her hand to stop me from sitting down and said to my wife, "Ma'am, shall we take our dinner to the kitchen and wait until after you are finished?"

"Heavens, No," my wife said. "I don't want to eat alone. When Sir is not eating with us, then you can assume that I want both of you to eat with me unless I say otherwise." Jessica nodded her understanding and pointed to the chair where she wanted me to sit.

I was confused by this new role that Jessica was taking but followed her lead and sat at the table with the two beautiful ladies – one topless and the other fully clothed. "Oh bobby, the mountains were beautiful. I can't remember the last time you and I were up there. It was an anniversary wasn't it?" I nodded and reminded her that it was our fifth anniversary. She smiled at the memory and said, "That seems so long ago. We were still fucking like teenagers. Of course, you were always such a good boy, even back then, and always cleaned up after your little squirts. I kept trying to convince myself that I could live with your tongue and the occasional side fuck but we both knew that wasn't going to work, didn't we?" I nodded shyly as she discussed my sexual inadequacies in front of Jessica. "It was you that suggested I needed a boyfriend. You were always confident in the strength of our relationship and knew we would be alright if I took on a lover."

"I knew you needed better sex than I could give you. I just wanted you to be happy and fulfilled and felt bad that I couldn't give you that. Seeing you happy is really the greatest joy in life for me," I said in a truly heartfelt manner.

"Well, you would have been joyous this weekend, my boy," Melissa laughed. "I couldn't have been happier and more fulfilled than I've been the last couple of days." My wife smiled knowingly at Jessica who returned her smile with a pleased, submissive look. "Did I look happy and fulfilled, girl?" my wife asked Jessica.

"Yes, Ma'am. I certainly hope you were," Jessica responded shyly.

"Our sweet Jessica declared her undying love for me and asked if she could be more than my girlfriend. She announced she wants to be my slave. Didn't you girl?" Melissa asked her girlfriend seductively.

Jessica held her head high and said confidently, "More than anything, ma'am."

I was a bit shocked by what I was hearing but listened intently as my wife continued. "I didn't like the word slave so we agreed that she would be my handmaiden. I always thought it would be neat to have my own personal attendant. Especially one that would take of certain other needs, if you know what I mean," my wife said with a giggle. "Dan had the great idea of cutting off her precious long hair to symbolize her new commitment and she didn't hesitate. The poor hairdresser that Dan hired must have thought we were all quite insane. She came to our cabin and did the haircut, waxing and shaving with Jessica totally naked while we watched the whole thing." I could see Jessica getting embarrassed as she relived the memory. "Girl, why don't you show bobby your smoothly shaved cunny? He can see how we will expect him to keep it looking in the future."

Jessica stood up from her chair across the table and raised her leather skirt to show me her perfectly smooth mound. Melissa added, "We are going to work on a design for the tattoo she will be getting just above her pussy. Who would ever guess that sweet, innocent Jessica would be getting a tattoo?" Jessica lowered her skirt and sat back down after waiting for my wife to indicate it was okay. "What else did you do to seal the deal to be my handmaiden, dear?" my wife asked with a devilish smile.

Jessica paused and then answered, "Sir, took my ass." Jessica was shyly looking at the food in front of her as my wife teased her.

"Whose ass?" Melissa asked sternly.

"Your ass ma'am," Jessica quickly answered.

"And whose pussy is that?" my wife demanded.

"Your pussy, ma'am," Jessica responded dutifully.

"And who gets to play with my pussy and ass?" Melissa pressed.

"Only whoever you say," Jessica answered. "Sir, can have me whenever he wants. I also will begin pussy training bobby," she said as she looked at me with a small smile.

"And what happens to bad girls who play with their pussy without permission?" my wife demanded.

"They get punished," Jessica answered.

I was getting a hard-on listening to the two of them. Jessica's nipples were also getting hard. I suspected her pussy was getting wet as well. I wondered what exactly she meant by "pussy training" but I didn't have to wonder long. My wife said, "Tell bobby boy what you will be doing around here."

Jessica looked me in the eye and said, "I will be running this household to make sure everything is perfect for ma'am and Sir, and you will be doing whatever I tell you to do. When you took my ... uh, Mistress' ... ass, it was the last time your little thing will ever be in a woman again." Her words hit me like a hammer. Even though my sex life had already been moving in that direction, nobody had ever said it this directly. She continued, "However, I will be training you to be totally focused and obsessed with the essence of a woman. It won't be hard because you are already mostly a pussy-whipped little boy anyway. Your future erotic life will be purely focused on the treasure between a woman's legs. Your little weewee will be almost totally ignored and forgotten. Except for when it pleases me, you will essentially be a eunuch in this house."

I sat there stunned into silence. I could feel my wife's eyes on me as she watched my reaction. I slowly scanned the matter-of-fact look on Jessica's face and then to my wife's burning eyes as her nostrils seemed to flare with the power she was feeling at this dinner table. Her nipples poked against the silk of her jumpsuit and she leaned on her elbows toward me. "Wasn't it sweet of Jessica to think of you when we were discussing all of this? She insisted that we needed to make sure your need for hum iliation and sexual denial were being met and she volunteered to take care of you for me." Melissa reached over and took one of Jessica's hands into her own and then grabbed my hand with the other one. She indicated that Jess and I should also hold hands. "I'm so excited at the future of this relationship. I promise to be the best Mommy and Mistress that I can be. I'll be loving and try to give you everything I know you need. I'm especially excited for the two of you and watching your relationship grow stronger and stronger. The two people I love the most in the world. I'm just so happy we're all going to do this together."

I looked from one woman to the other as we sat there holding hands. I couldn't decide if this was the greatest thing to ever happen or the beginning of the end. There was so much to process but I couldn't deny that the erection between my legs seemed to indicate that at least one part of me thought it was something good.
Jessica was the first to speak up, "I love you both so much and I'm so happy to be a part of this too. I promise to be obedient and attentive to you my Goddess. And, I promise to be strict and demanding with you, boy."

It was my turn and I tried to think of something to say. All I could think of was, "I love you both so much and I will do anything to make you happy. Seeing the two of you together and so in love makes my heart burst with joy. I'm also glad that you have Dan to give you what you really need from a man. I promise to do my best to please you in every possible way."

My wife seemed very pleased with our declarations and told us to finish dinner so we could straighten up before going upstairs to bathe her before bed. "Girl, you can get in the shower with me so you can soap me and wash my hair. Boy, you can wait with the towels and dry me off. You can both powder and rub lotion on me. My pussy is still sore from the pounding Dan gave me this morning so I don't think I'll need any more attention from you tonight girl. You must be tired anyway. Your body was well-used this weekend. You pleased me and Sir very well."

It wasn't lost on me that I was the only one that had not been "well-used" this weekend and nobody seemed to notice or care. After all, Jessica had said that I would "essentially be a eunuch" so I guess this is what that felt like. I was starting to feel sorry for myself when Jessica asked my wife, "Would it be okay if boy rubs lotion on my sensitive areas before bed? I'm a bit tender here and there."

My wife answered, "Of course. You can use him as you wish but be quick about it so you can cuddle with me so we can get a good night of sl eep. I'm exhausted."

So, we all went upstairs after I finished cleaning up the kitchen and Jessica finished putting away their weekend purchases. I watched as the two naked women got into the shower and Jessica ran her soapy hands all over my wife's body and hair. I noticed the marks on Jessica's tits and ass. In addition to the harsh spanking she got before they went to the mountains, I could only imagine how she got the rest of those marks.

Melissa embraced her attendant and kissed her passionately before they left the hot, steamy shower. I was waiting with the big fluffy towels and rubbed them all over my wife's body. It was impossible to not get an erection as I saw and touched my wife's naked body. She acted like she didn't notice and thanked me with a kiss on the lips when I was done. Jessica had dried herself while I was tending to my wife, and she remained nude as we began rubbing lotion all over Melissa's body as she stood next to the bed. Jessica also powdered my wife's pussy and breasts with a scented powder. I stared at my wife's bald pussy and desperately wanted to drop on my knees in front of her and put my tongue there. She caught me staring and just smiled at me. My wife put her finger at the opening of her pussy and said, "All of this attention has made me wet." She slipped her middle finger in her pussy and withdrew it with the wetness shimmering like dew on her finger. She put her wet finger to my lips and I sucked on it hungrily. She pulled her finger out with a chuckle and said, "You two need to hurry so I can get some sl eep."

Jessica grabbed the bottle of lotion, took me by the hand and pulled me to my bedroom down the hallway. She closed the door behind us and handed me the bottle of lotion as she lay face up on the bed while propping herself up on her elbows. "After you get naked, you can start with my breasts," she commanded. I quickly shed my clothes and gazed at her naked body lounging on the bed. I noticed that there were small bruises on each nipple and bite marks on the milky white skin of her pert bosom. I assumed the nipple clamps I'd seen in the overnight bag caused the bruises. I rubbed the lotion in my hands to warm it before rubbing each of her breasts gently.

"Mmmm, that feels good," she sighed. "You are treating them much nicer than Mel and Dan did this weekend." She closed her eyes as I massaged her breasts and nipples. "I'll bet your brain is spinning as you imagine how I got all of those marks, isn't it? Imagining your wife and Dan sucking them, biting them, tormenting me with the nipple clamps. I wonder ... are you fantasizing it was you biting my tits, or are you imagining your wife was playing with your nipples, instead?" She smiled seductively as my breathing picked up and my penis was becoming erect. "But, I guess it doesn't matter, does it? You weren't doing either. You were the good little boy sitting at home wishing you could play with your little weewee while the adults were busy actually fucking."

She laid back with her head on the bed and spread her thighs saying, "Now kiss my pussy and give it a little TLC." I got on my knees between her spread legs and looked at her perfectly smooth, shaven pussy. "Do you like it shaved?" she asked. I nodded my head and then got busy kissing her mound and pussy lips. "Ohmigod, it hurt so bad when she waxed me down there. You can't imagine what it feels like. I thought I would die of embarrassment when they made me wait naked for the hair stylist, but I forgot all about my embarrassment as soon as she pulled that wax off! Mel and Dan thought it was hilarious," she said with an eye roll. She ran her fingers through my hair as I continued licking her pussy. "Can you believe I only got fucked once this weekend? Dan fucked my pussy to get me heated up before he took my ass. I couldn't believe he was able to get it all the way in me. He kept telling me to "Relax" and spanking my ass. My ass must have been bright red by the time he finally got it all the way in me but I did it. I even had an orgasm eventually."

She squeezed her fingers so that she was pulling my hair and said, "Slow down. I don't want to cum yet." I did as she asked and her fingers relaxed their grip. "Your wife, on the other hand, got fucked many times this weekend. She wanted me to watch him fuck her," her voice had a wistful sound. "Have you ever licked her clit while he was fucking her?"

I stopped licking her for a moment and said, "No, Dan has let me watch a few times and to listen from the hallway but he prefers that I not be in the room when they have sex."

"Well, I did that a few times this weekend. Licked her clit, sucked his balls, licked his shaft, sucked her tits, put a finger in her ass – all while they were fucking," Jessica said as she pushed my face back into her sex. "They wanted to try anything they could think of for me to do. She told me to "fluff" him and get him ready to fuck her. I think he wanted to fuck me more but he enjoyed denying me as much as she did. They were treating me just like they treat you."

Her hips started to thrust against my face and her hands pulled my head tighter against her sex. I knew she was getting close to cumming. Then, she stopped, and gasped as she pushed my face away from her pussy. She took a few deep breaths and said, "Let me roll over so you can rub that lotion into my asscheeks."

I got out of her way and retrieved the lotion as she rolled over. My penis was now fully erect and dripping. She looked over her shoulder at me and smiled at my erection. "Go ahead and stroke it a few times but do it slowly and only use your thumb and middle finger." I did as she asked and slid my fingers up and down the shaft. "Look at my ass boy." I stared at the beautiful curves of her athletic bottom and she pushed her hips up so her ass was wiggling in the air in front of me. The bruises and marks from her spanking a few days ago were still evident. "Every time you see this ass you will know that this was the last thing you ever stuck your little weewee inside. The last time you ever came inside of a woman." She humped her hips against the bed to accentuate her ass rising and falling as if she were being fucked. I could imagine Dan's big cock pressing and penetrating her tight asshole as she struggled to get all of his cock deep into her. "You love knowing that, don't you boy? You love knowing that you will be denied this ass or any other ass or pussy for the rest of your life, don't you? No more putting your little thing in a woman and disappointing her for your own selfish satisfaction. Now, your squirts will only come at your own hand ... or, if you're a very good boy, perhaps it will be mine." She reached back and wrapped her hand around the head of my penis and squeezed so a drop of cum oozed out in a long thread onto the bed. She released my penis and lay face down saying, "Now quickly rub that lotion onto my ass and get a good mental picture. I want you to have something to beat off to tonight."

I put lotion on my hands and kneaded the tight mounds of her ass. My breathing was ragged and I was on the verge of cumming without even touching myself. After the lotion was rubbed in, she rolled over and got up from the bed. "So what will you be thinking about while you're stroking yourself tonight? About my ass? About how you will never get to fuck a woman again? Or, will it be that I'm right up the hall, laying in bed spooning with your wife, with my arm wrapped around her, and with my hand on her large ... perfect ... tits?" Her eyes were blazing as she looked into my lust-driven face. "If I were you, I would make it last as long as you can, because it will probably be your last cum for a while."

As she opened the door to leave, she turned back to me and said, "Oh, by the way, I haven't forgot about you fucking my ass. We will deal with that at our next Discipline Night, okay?" I wanted to object that it wasn't my fault but I knew it would be futile and just nodded my head in acknowledgement. She closed the door and I plopped down on the covers of my bed. Unfortunately, I couldn't make it last very long as she had recommended.
eltipo4u

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#52
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omg, how I love this story. I'm rock hard when I'm reading it
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Submissive Cuckold - lives for many years in a female-led marriage with a cuckold lifestyle.
herboy63

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Thanks eltipo4u!
herboy63

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The next morning, my wife was sitting at the kitchen table having her coffee and reading her iPad. Jessica had already left to hit the gym before work. I poured some coffee and joined my wife at the table. "It sounds like you had a really good time in the mountains," I said with a smile to my lovely wife.

She smiled back with a devilish look on her face, "It really was a fun weekend. It went from being a romantic getaway with Dan to a kinky, relationship-defining weekend with Jessica. Dan was a good sport but I know he was really hoping for a quiet, romantic getaway."

I shrugged and laughed, "It didn't sound like he was neglected in any way."

Melissa laughed as well, "No, he definitely was not neglected. He had two gorgeous women at his beck and call that were willing to do anything he wanted. A man's dream, right?" Then, she gave me her sexy smile and added, "Well, at least some men's dream. Your dream might have gone a bit differently, wouldn't it?"

We sipped our coffee quietly for a minute and then she asked me, "Bobby, do you feel like I've been neglecting you lately? With this whirlwind of activity around here, I feel like I haven't been a good wife and Mistress for you. It would **** me if you didn't feel like I was there for you." She looked at me with a concerned look on her face.

I shrugged again and said, "It has been crazy but I'm doing just fine. Watching you and Jessica together has really been awesome. She barely even mentions her soon-to-be ex-husband anymore. She's totally in love with you." I paused before adding shyly, "But I do miss cuddling and slee ping with you." I stalled before continuing, "And I know the new rules are part of my chastity and denial but I really miss tasting you." I had been nervously looking at my hands on the table while I was talking and looked up at my wife with puppy dog eyes. Her face was a mixture of genuine concern and amusement.

"Awww, bobby, I miss cuddling with you too." She reached across the table and took each of my hands in hers. "Why don't you take the day off today and we can go back to bed upstairs. I'll put on something sexy for you and you can take your time slowly undressing me and kissing me all over. Once I'm completely naked, you can give me a slow massage. Then, you can stick your tongue in my ass and kiss my neck and earlobes and then pleasure me with my big dildo. Then we'll cuddle and I'll hold you while you nuzzle your face in my titties." Her sultry eyes were melting me as I imagined the pleasure of the two of us spending the entire morning together. She knew I would do anything for this time with her. "Later, we can go have lunch together at that sidewalk café that just opened and sip some wine before coming back here to make out like teenagers. Maybe you can even get your hands in my pants and finger me to an orgasm like old times. How does that sound, baby?"

My hands were trembling as I listened to her offer. "Oh Melissa, I can't think of anything I'd rather do. I love you so much."

She leaned across the table and put her hands on my face to pull me to her. Our lips locked in a kiss and our tongues found each other. She broke the kiss and with enthusiasm said, "Give me ten minutes and meet me in the bedroom!" She jumped up from the table and ran up the stairs.

I finished my coffee and could feel the excitement stirring as the minutes passed. Before the ten minutes were up, I heard her call down from the top of the stairs in a sweet, soft voice, "Oh bobby, come and get me."

I sprinted up the stairs and found her lounging on the big king-size bed. She was wearing a Victorian looking lingerie set that included a sheer, cream white, off-the-shoulder, ruffled blouse top, matching ruffled panties, a sheer white robe and stiletto high heels. She also had put on bright red lipstick and dark eyeliner that made her eyes look even sexier. I couldn't believe she did all of this in less than ten minutes!

"Do you like what you see?" Her voice oozed sexuality. "Why don't you take off your clothes and come unwrap your present, my boy."

I quickly undressed and joined her on the bed. We kissed as we kneeled facing each other on the bed. I felt my body vibrate with lust as I held her. She reciprocated my passionate kissing with her own passion and dug her nails into my back as we embraced. When we broke the kiss, my breath was ragged as I reached for the robe and slowly slid it over her shoulders and let it slide down her arms. I ran my fingers through her hair, over her neck and shoulders and then glided my hands down her back as I pulled the robe the rest of the way off her body.

She smiled seductively at me as I looked at her body. I could see her hard nipples through the thin, sheer material of her top. Her large breasts heaved with arousal as she waited for me to strip the top from her. I couldn't remember hungering for her more than I did right now. I reached for the top of the blouse and pulled it down to expose her gorgeous tits and just stared at their magnificence. I leaned forward and sucked on her nipple. She wrapped both hands around my head and squeezed my face tight against the mound of her bosom. I switched to the other nipple and she squeezed my face to her again. I grabbed the bottom of the blouse and pulled it up and over her breasts as she raised her arms over her head so I could completely remove the top leaving her naked chest exposed in all of its glory.

I wrapped a hand around each of her breasts and squeezed and massaged them gently. Her nipples were rock hard now and begging for more attention. I alternated taking each nipple between my lips and lightly running my teeth over the nipple as my tongue flicked across the nub. She ran her fingernails up and down my back to show her pleasure. Finally, I stopped sucking her breasts and reached for the waistband of her panties. She lay back on the bed and raised her hips to allow me to slide the silky material down her legs and over her high heel shoes. I threw them from the bed and gazed lustfully at her naked body laying in front of me.

I could smell her arousal and it was driving me insane with desire. My hands trembled as I reached for her stiletto-heel shoe and removed each shoe from her feet. She held her foot up in the air for me and I took her toes in my mouth and sucked each of them slowly while massaging the soles of her feet at the same time. Gradually, I moved my hands from her feet to massage her calves. When I got to her knees, I ran my fingers gently to the crease behind her knees and she sighed with delight.

She rolled over onto her stomach at this point and I continued the massage up her thighs and finally got to her ass. Her ass was a beautiful sight with two curvy mounds of soft flesh divided by a deep crease that divided ever so slightly as she raised her ass up toward me so that her puckered asshole peeked out tauntingly. I massaged the cheeks of her ass and imagined the times that Dan had put her across his knees and spanked these cheeks to a bright red. She wiggled her ass as I continued the massage and whispered, "Put your tongue in my ass, bobby. Kiss me there," she sighed. I leaned forward and placed my mouth against her asshole and kissed it before penetrating her ass with my tongue. I plunged my tongue in and out of her hole like a small, wet cock that was fucking her. Her hips writhed to meet my tongue thrusts and she moaned in delight. I ran my tongue all around the opening and kissed each cheek before returning to tongue-fucking her ass.

My wife gasped with pleasure, "Fuck me with the dildo, bobby. Fuck me while you tongue my ass." I grabbed the dildo from the table next to the bed and she raised her hips to allow me easier access to her very wet pussy. I slid the dildo into her pussy slowly and pushed it in and out while penetrating her more with each thrust. Once the dildo was all the way in her pussy, I returned to rimming her ass. She slid her hand under her stomach until her fingers found her clit. She rubbed her clit as I pushed the dildo in and out of her while also keeping up my tongue assault between her asscheeks. It wasn't long until her body was wracked with the first vibrations of her orgasm. "Ohmigod .... Oh bobby ... I'm cumming ..... ohhhh bobby!" She buried her face into the mattress and screamed out her orgasm.

After she quit cumming, she rolled over onto her back and pulled me down on the bed next to her. She kissed me passionately and then wrapped her arms around me, pulling my head into her breasts and held me tightly against her. She rocked her shoulders as she lay her head on top of mine and tried to catch her breath. After a few minutes, she lay there running her fingers through my hair and over my face as I held her to me. I could feel the wet spot forming from the pre-cum that continued to flow down my hip from my erection. I was in heaven.

Later, we sat at the sidewalk café and sipped wine in the sunlight with a very content look on both of our faces. We held hands on the small table between us and simply enjoyed being in each other's company. "You were such a good boy today," my wife mused as she squeezed my hand. I smiled appreciatively at her. "I wanted to let you spank your monkey onto my ass but I know Jessica has plans for you tonight and I didn't want to spoil it." She gave me a conspiratorial look and smile.

"Plans for me, huh?" I asked with mild concern. "That sounds ominous."

She laughed, "She's looking forward to pussy training you. I'm sure you will love it. Hopefully, she won't be too hard on you."

I looked at her, wondering if she would reveal more, but she returned to sipping her wine and we continued to enjoy the sunshine.
herboy63

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#55 · Edited by: herboy63
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Jessica came home from work as I was preparing dinner for the three of us. She was wearing an expensive-looking corporate suit comprised of a pencil skirt and blazer. With her new short haircut, she looked rather powerful and commanding. She looked tired as I asked, "Tough day at the office?"

She unbuttoned her jacket showing the white blouse underneath. I could also detect a feminine lacy slip under the thin material of the blouse. "You know bobby, sometimes it is tough being a woman in this man's world. Even though I'm a partner now, it seems I'm still treated just a step above the girl that serves us coffee in the board room. It's absolutely infuriating sometimes." I offered her a glass of white wine and she gratefully accepted.

As I sat down at the kitchen table with her, she continued, "And I had to deal with my asshole soon-to-be ex-husband today. He is slowing down the divorce. He says I seem 'different' and wants to give our marriage another chance. I told him he had no idea how 'different' I am and that there is absolutely no way we will get back together. So, yes, it has definitely been one of those days." She took a sip of her wine and asked, "Where's Melissa?"

"She's upstairs resting before dinner. We had some wine at lunch today and it made her sle epy," I replied. "I took the day off so we could spend some time together."

Jessica raised her eyes, "Well, I'm glad somebody had a nice day today." She kicked off her shoes and unbuttoned a few buttons of her blouse. She lifted her foot and put it in my lap. "Bobby, would you be a dear and rub my feet for me? I've been on the go all day." I started massaging her feet and could smell the sweat of her busy day. I wondered if she would mind if I sucked on her toes but chose to keep that to myself. She closed her eyes and enjoyed the foot massage while she sipped wine. "Tonight we'll begin pussy training," she said with closed eyes. "Afterward, you'll need to put on your chastity device. I want you to only have one focus this week and it isn't going to be your little penis. Maybe you can take it off next week if you're a good boy." She gave me an apprising look, "Did Melissa tell you that pussy training was for me too?"

I shook my head and said surprised, "No, she didn't."

I continued to massage her feet as she leaned on the table with a sullen look, "She wants me to edge but not to cum. She says my ass-fuck orgasm was enough for me this week. She can be such a mean bitch sometimes," she laughed lightheartedly.

I was thinking, "Well, at least I wasn't the only one being teased and denied!" but I kept that to myself. I could tell that Jessica was having very conflicted feelings about the whole thing. Her submissive side was loving the power dynamics but her newfound sexual ani mal side wanted to have all the sex she could get! I suspected her frustration would be taken out on me somehow.

My suspicions were confirmed when she put her other foot in my lap and pressed it firmly against my penis. I kept massaging the other foot as she ground the ball of her foot back and forth against my penis. The pressure was enough to be uncomfortable but my penis was responding to the attention anyway. "Do you like that panty boy?" she asked teasingly.

"Yes," I answered quietly.

I'm sure she could feel my growing erection under her foot. "Unzip and open your pants so I can see your panties," she commanded. I stopped massaging her other foot and unbuckled my belt and opened my pants to reveal the red satin panties I was wearing. The lump from my growing erection was clearly visible through the material. She put her foot against the lump and slid the sole of her foot up and down the length. "It's so small," she commented matter-of-factly. "I used to think little dicks like yours and my husband's were just fine and that I could be happy with that." She looked me in the eyes and added, "but now I know better. Don't I?"

I squirmed under her menacing gaze and shyly answered, "Yes, ma'am."

"Do you know what I really want to do right now?" she asked in the same teasing tone. I shook my head No and she said, "I'd really like to spank your ass." I gave her my best sad eyes look but she disregarded my attempts and said, "Go get that same wooden spoon you got for Melissa when she spanked my ass."

I got up from the table and held my pants up as I shuffled across the kitchen to retrieve the spoon from the kitchen drawer. Jessica pulled the chair away from the table and sat back down as I returned with the spoon. She took the wooden spoon from me and patted her lap with it to indicate she wanted me to lay across her knees. "You can leave your panties on but pull your pants down to your knees."

She looked like a stern governess in her pencil skirt and white blouse with the wooden spoon in her hand waiting for me. She smirked as I pulled my pants down and prepared to lay across her lap, "Somebody is excited. Look at the wet spot on your panties," she teased. She patted her lap with the spoon again so that it made a loud smacking sound against her thigh. I laid across her knees and she ran her hand over the satin material covering my ass. She pushed a finger to massage my asshole through the panties and it caused me to squirm on her lap. Then, she smacked her hand firmly on my asscheek. She kept spanking me with her hand, alternating from cheek to cheek. After twenty or so hand spanks, she switched to the spoon and started spanking me very hard with that instead. There was an immediate difference in the pain of the spanking and despite my best efforts to stay still I could barely keep myself on her lap. After two more very hard swats of the spoon to each cheek, she said, "Lay on the floor."

I quickly did as she demanded and lay on the floor with my pants around my knees. She got up from the chair and slipped her skirt and panties off and let them fall to the floor in a pile. She was only wearing her white blouse and the slip underneath it when she straddled my face. Her knees were on either side of my head as she knelt over me. She looked powerful as she stared down at me. "You don't need to see my boobies. This is all about you focusing on my pussy." She raised her slip and gave me a good view of her smooth shaved mound and pink labia hovering above my face. I could smell her arousal and see the glisten of moisture at the lips of her pussy. "Just look at it, boy. Look and memorize every detail. This will be your pussy to take care of from now on. You will keep it clean and shaved smooth for our Mistress. You will know the smell and taste of this pussy better than you know anything else. This pussy will be your most valuable treasure. Understand?"

"Yes ma'am," I gasped as I stared at the pussy that was hovering inches above my face.

She lowered her pussy closer to my face and said, "I just want you to smell it. Don't you dare let your lips or tongue touch it. Not yet." Her pussy was almost touching my nose as I took in her scent. It was intoxicating and I felt my head swoon as I deeply inhaled her fragrance. I opened my mouth and took in a deep breath so that her scent filled my nostrils and lungs. She was pleased. She lowered her pussy a bit more so that my nose was now touching her labia and she began to move back and forth, rubbing her moist pussy on the tip of my nose. I desperately wanted to put my tongue in her but heeded her command to lay there and just smell. She lowered her pussy just a bit more and I could feel more of her wetness enveloping my nose. She began to grind her clit along the bridge of my nose. She leaned forward to support her weight with both of her hands as she rubbed her pussy more urgently against my nose. Every once in a while, her labia would barely brush against my lips so that her juices trickled into my mouth. She gasped and said, "Put your tongue in me," as she lowered her pussy onto my mouth. She continued to grind her pussy onto my nose and mouth more aggressively. She was using my face as a tool for her pleasure. "Grab my ass and make love to my pussy with your mouth, boy!" she cried urgently. I did as she asked and grabbed each of her asscheeks and pulled her sex tightly against my mouth as I ate her pussy hungrily. She was grinding her pussy against my face so hard that I thought she might break my nose but I didn't care. Suddenly, she cried out and exploded in orgasm. She squirted copious amounts of her sweet nectar all over my face and I tried my best to swallow as much as possible but there was just too much. As she was still in the throes of orgasm, I heard her startled voice gasp, "Melissa!"

She got back up on her knees over my face and her pussy was still dripping onto me. I turned my head to see my wife standing in the kitchen doorway watching us. Jessica let go of her slip and it partially covered my face as she stammered, "I .... we ....."

Melissa, cut her off and said, "Bobby, give me your belt please."

I slid out from under Jessica and quickly got to my feet with my pants still around my knees. I pulled the belt from the loops on my pants and apprehensively handed it to my wife who was looking at Jessica with displeasure. Jessica was still on her knees looking a bit frightened, saying, "I'm sorry ... it was such a bad day ... I ..."

Melissa cut her off again and said, "Bend over that table, girl." Jessica immediately got up and looked at my wife with pleading eyes. However, Melissa pointed to the table and Jessica did as she asked and bent over the table. My wife pulled up Jessica's slip and blouse to expose her tight, round ass. My wife doubled the belt and without hesitation she swung it down and across her girlfriend's ass with a loud 'CRACK'. "And what do bad girls who have orgasms without permission get?" she asked sternly.

"A spanking," Jessica replied right before my wife swung the belt again and the sound of the impact echoed through the kitchen.

"That's right," my wife responded. She applied ten more strokes of the belt to her girlfriend's ass and upper thighs. Jessica yelped and cried out with each stroke but she never moved from her position on the table. The belt had left her ass a bright red and you could see where each stroke had been applied. "Now get on the table and roll over," my wife demanded.

Jessica was apprehensive but obeyed and laid face-up on the heavy wooden table. "Now spread your legs," Melissa commanded. Jessica's lips were quivering but she did as my wife told her and bent her knees with legs spread and feet on the table to expose her wet pussy. My wife dropped the belt and grabbed the wooden spoon Jessica had left on the table after spanking my ass. "This is what happens to bad girl's pussies when they don't obey." She swung the spoon firmly and smacked Jessica's quivering pussy. She squealed and slammed her knees together in response. However, my wife waited patiently for her to spread her knees again so that her pussy was exposed for another stroke from the wooden spoon. She swung again and Jessica cried out again but didn't close her legs this time. As a matter of fact, she spread her legs a bit more and pushed her hips forward to the edge of the table to give my wife a better target. Melissa shook her head in amusement at her girlfriend's show of sub mission and with a devilish smile gave her four more swats on her pussy before putting the spoon on the table. She pulled Jessica up to a sitting position on the end of the table and wrapped her arms around her saying, "I hoped you learned your lesson, young lady." They embraced each other and Jessica rested her head on my wife's shoulder and wrapped her legs around my wife's waist.

Melissa was running her fingers through Jessica's hair and said softly, "Now tell me about your awful day while bobby finishes making us supper." Jessica responded by whispering something and Melissa laughed, "Well, of course, my dear." They broke their embrace and my wife sat at her usual place at the table. Jessica got off the table and proceed to crawl under the table between my wife's legs. I was still standing awestruck in the middle of the kitchen watching the whole scene when Melissa said, "Bobby, did you hear me? I said you should finish making our dinner."

I quickly got back to work on dinner as Jessica got busy in my usual place under the kitchen table and between my wife's legs. Melissa sighed contentedly as she rested one hand on Jessica's head and reclined back against her chair.
eltipo4u

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#56
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omg, how much I love this story. thank you and keep posting
.
Submissive Cuckold - lives for many years in a female-led marriage with a cuckold lifestyle.
Mr Fire

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I read this through in like four hours yesterday and didn't get to bed until 3 am. Wow! A true masterpiece. Please don't stop now!
herboy63

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#58
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It was about two weeks later and Jessica and I were having dinner at our favorite local restaurant. She still had her work clothes on and looked very professional in her short blonde hair and chic power suit. She was wearing a black lacy top underneath a black blazer and matching black pants with black high heels. She turned heads as she walked into the restaurant, and I was proud when she reached my table and embraced me with a kiss on the lips. "You look lovely," I said as we sat down.

"Why thank you Bob. I met with my largest client today and wanted them to know their chief accountant is not only brilliant but looks good too," she laughed pleasantly.

Our waiter greeted us and handed us menus. He was getting to know us and I always wondered what he thought of me showing up with two different hot women – sometimes with both of them together. I had no doubt he thought I was a very lucky man and I couldn't disagree with him. After he took our dri nk orders, I asked Jessica, "So, are things going better at work?"

"Actually, they are," she answered. "I decided to quit taking any of their disrespect and treat most of them like naughty little boys that need to be spanked. The ones that deserve to be treated that way are tripping all over themselves now. I've already been asked out twice this week. Once by a partner that is married." She rolled her eyes. "The others seem to respect that I'm not taking their crap anymore and appreciate that I've found a way to handle the situation." She smiled at me with a seductive twinkle in her eye, "Being with you is teaching me how to deal with all of those spoiled little boys."

I shook my head laughing, "I'm glad I could be of help!"

The waiter brought our bottle of wine and took our order before Jessica said, "I was wondering if you would do me a big favor. Would you be my date for a black-tie event this Friday?"

"Of course," I answered immediately. "What is it for?"

"Our firm is celebrating our 50th anniversary and all of the other partners will have their spouses and dates so I don't want to be the only one that shows up alone," she explained. "We don't need to stay late," she added.

"We can stay as late as you want, Jess. I really am happy to be your date," I said cheerily.

She grabbed my hands and thanked me. Then, she said, "That's the same night Dan is planning to spend the night with us." She looked at me like there was something else I should already know. When I didn't acknowledge that I knew what else she was talking about, she continued, "Melissa wants to give you a treat that night ....."

"Oh, geez ... of course," I responded. "Well, don't worry about it. I'll just have to wait until the next time." I squeezed her hands and said, "There's nothing I'd rather do than be your date."

"That's very sweet of you to say," she chuckled. We each sipped our wine. She gazed at me as we sat there and said, "Poor boy, the women in your life are not making it easy for you, are they?"

"I don't know if I would say that," I offered. "I bet my sex life is more exciting than just about any guy in this restaurant. I couldn't be happier," I said with a big smile. I thought about the last couple of weeks and the frequent tease and denial. I seemed to live with a constant, but very neglected, erection. Jessica's pussy training had me on my back seeing, smelling and licking her pussy. Just as she planned, all I could think about day and night was her pussy. She would let me lick her until she was on the verge of cumming and then pull her pussy away until she calmed down a bit and then do it again. After edging multiple times, she would finally stop me when she couldn't take it anymore. I wanted her to have an orgasm as badly as she wanted to have one. However, my wife was enjoying Jessica's denial as much as both of them enjoyed mine.

Then, there was last weekend when we got a package delivery and Jessica squealed happily, "Oh, bobby, your present is here!" I looked at her questioningly and she handed it to me saying, "Open it. Open it!"

When I got the package open, I realized it was a medium-sized butt plug and I looked at her with shock. She laughed and said excitedly, "I have one just like it. Dan gave it to me during our trip to the mountains. I had to wear it for a couple of hours, including to the restaurant for dinner that night, before we got back to the cabin. That's when he took my ass. I don't think I could have taken him if they hadn't put this in me first." Then, she got an evil smile on her face and said, "You'll thank me later when I take your ass with the strap-on. Melissa told me she wants to watch!"

Sure enough, at Date Night the next night, I got my usual spanking with Jessica's hairbrush and then she worked the butt plug into my tight ass with some difficulty. I kept trying to pull away when the widest part of the plug stretched my sphincter but a few hard swats with her hairbrush on my already red ass convinced me to stay still and let her push it all the way in. Once she was satisfied it wasn't going anywhere, she told me to give her a massage until my wife got home from her date. Once Melissa got home, they very excitedly escorted me up to their bedroom to begin the evening's entertainment. As Jessica stripped naked and put on the strap-on, my wife also got naked saying, "I even convinced Dan to let me ride him in the back seat of his car so you could eat my cummy pussy. You are one lucky boy tonight!" They pulled my panties down and bent me over a pillow at the end of the bed. My wife commented on the pretty shade of red Jessica had turned the cheeks of my bottom as Jessica wiggled the butt plug out of my ass. My wife got on the bed with her pussy positioned in front of my face and I could see the cum seeping from her sex. Jessica put one hand on my hip and was guiding the head of the strap-on against my now-stretched asshole ....

"Bobby?" Jessica's voice brought me out of my daydream. "Are you still with me?" She looked at me with some annoyance, "I said I had something special to give you tonight."

"Oh, what's that?" I muttered absentmindedly.

She eyed me for a moment before answering, "I want you to start keeping my panties with you so you can smell them and think about me throughout the day. So you can focus," she said emphatically with raised eyes.

I laughed and said, "I'm sorry. You made me think about the last couple of weeks ... months ... and I can't believe everything we've done together. I just hope you're enjoying it as much as me."

She smiled and raised her wine glass to make a toast. "Here's to the couple that saved me from a life of misery. Each day was draining a little more lifeblood from me and I hardly even knew it. But, now I feel like my new life is just beginning with so many possibilities. Here's to you, my bobby, my love, my boy." We clinked glasses and she stared into my eyes with unhidden emotion as we each took a sip of the wine. Then, she reached into her handbag, pulled something out and put it in my hands. "Smell them," she said simply. I looked in my hand and saw her panties. My first instinct was to see if anyone was watching us but I resisted the impulse and just raised the panties to my nose, inhaling deeply as I held her eyes with my own. She watched me amused, "I've been wearing them all day ... including at the gym this morning. I took them off in the car right before I walked in here." Her musky scent was strong and heavenly. It was giving me an erection. "You can put them over your face at night or put them on your pillow so you think about my pussy while you sl eep. I'll leave a used pair on your pillow every couple of days. Be sure they are properly washed and returned to my drawer. You can wash mine when you wash yours, my little panty boy."

Our waiter returned to check on us and I slipped the panties in my pocket. He had a knowing smile on his face when he asked if we wanted anything for dessert or if we just wanted the check. I signaled for the check and he just nodded like that was what he expected. I was thinking, "He thinks I'm going to get laid. If you only knew the reality ..."

As Jessica and I got up to leave the restaurant, I kissed her and whispered in her ear, "Thank you. I don't know how I'll be able to think about anything else."

She kissed me back and whispered, "I know, that's what I'm counting on."
herboy63

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Posts: 376
#59
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On Friday evening, before we got dressed for the party, she called me into her bedroom as I was starting to change clothes. I was only wearing a pair of black silk panties but I hurried down the hallway at her call. She had just got out of the shower and was dried off but still nude. I hadn't seen her totally nude since the last time I was allowed to masturbate a couple of weeks ago. She always wore her shirt during pussy training to make sure I stayed focused on her sex. Every once in a while, she would sit on my lap facing me, open her shirt and let me suck her breasts and nipples until she was on the verge of orgasm and then make me stop. Apparently, my wife had given her a quota of "almost orgasms" to have with me every week. It was erotic teasing and denial for both of us. So, seeing her completely nude was a true pleasure!

"We need to get dressed and leave soon so I'll need to give you your weekly spanking quickly, bobby. I could wait until after the party but this will give you something to think about tonight and I may decide you deserve more when we get home. Hand me the hairbrush, please," she said pointing to her makeup table. Lately, our routine was for me to hand her the hairbrush, pull down my panties and to bend over her lap for the spanking.

She sat on the end of the bed as I retrieved the wicked hairbrush. Once I dropped my panties and was in place on her lap, she rubbed her hand all over my upturned ass and then surprised me by putting a wet finger into my ass. Usually, Friday night spankings were a no-nonsense affair. As she pushed her finger in and out of my ass, she cooed sweetly, "You are such a good boy. Always taking care of me. That's why I want you to know how much I care for you." She pumped her finger a few more times before pulling it out and beginning the spanking in earnest. They were hard, fast swats. She made sure to cover both cheeks of my ass and my upper thighs before she stopped. It wasn't the hardest she had spanked me but it had me crying out and squirming before she was done.

She pushed me from her lap and I knelt before her as she stroked my face and ran her fingers through my hair. She had an excited smile on her face as she said, "I'm allowed to have orgasms this weekend since it will be 'that time of the month' next week. Melissa decided the weekend before would be my free orgasm weekend so I would have something to look forward to every month." I was wondering how I could get one of those weekends myself when she continued, "I'd have you lick me to orgasm right now but we need to get dressed. So, why don't you suck my nipples to get me horny and take my mind off this miserable party before we go."

I smiled enthusiastically despite my stinging bottom and leaned forward to her eagerly offered breasts and sucked each of them for a few minutes as she held my head with both of her hands. She began to moan and pushed my head from one nipple to the next and then said, "Okay, just a quick lick of my pussy." I quickly slid down between her legs and ran my tongue up and down the lips of her already wet pussy. Her pussy was perfectly smooth from the night before when I shaved it during pussy training. I flicked my tongue across her clit and she gasped with pleasure. "Okay, okay, that's enough," she whispered. "Now, go get ready. We need to leave in 20 minutes."

I finished dressing and went downstairs to find my wife and Dan sitting in the living room. They were waiting anxiously like parents on a prom night and my wife had her iPhone camera ready. "Oh, bobby, you look so nice!" she said excitedly. I went to fundraisers with Melissa frequently so she had seen this suit many times but never when I was going out on a date with someone else. She took a picture and then kissed me. "Mmmm, you taste nice too," she said sexily. I hadn't washed my face after licking Jessica's pussy and she could taste her on my lips.

"It sounded like somebody was getting a good spanking up there, bobby," Dan said. "Did you do something or just a reminder to behave tonight?" He looked amused.

I responded shyly, "It's Friday night."

"Ahh, yes. You get spanked every Friday, don't you?" he laughed. I just shook my head and he commented, "You know, I think it's working. The two of you are really bonding. Mel, I guess you just needed to take this boy to the woodshed more often."

Melissa rolled her eyes at Dan and said, "I have my own way of taking care of my sweet boy. As a matter of fact, he may get a treat after we get back from our date tonight." She smiled at me seductively and I felt a flash of sexual anticipation as I wondered if I would get a chance later to be her after-date cleanup boy. I really hoped so!

Just then, Jessica came down the stairs and we all simultaneously let out a "Wow!" She looked fantastic. How she did her makeup that quickly and dressed this stunningly was beyond me. She was wearing a form-sitting, off-the-shoulder, silk evening gown with a slit up the side that went to her mid-thigh. She looked sexy, powerful and beautiful. There was little doubt that she would be turning heads all night tonight.

"Oh, Jessica, you look fabulous!" my wife gushed. Melissa took pictures with her phone and then told us to stand together so she could take more pictures. "The two of you look like you're going to walk down a runway or red carpet! If I wasn't with this hunk of a man tonight, I'd insist on going with you so I could just be seen with you," she laughed admiringly. Then, in mock seriousness, Melissa told me, "Now bobby, I don't want you to keep her out too late and I expect you to behave like a gentleman."

We all laughed and I responded, "Yes ma'am. I'll have your girl home before midnight and her virtue intact. I promise."

Jessica shook her head in amusement and said, "Let's go before you make any more promises you may not be able to keep." Then, she grabbed me by the balls and said, "Besides, who says it's not your virtue they should be worried about." Everyone laughed at that and Jessica waved to my wife and her boyfriend as she grabbed me by the elbow saying, "We're going to be late."
herboy63

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Posts: 376
#60 
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The company party was in an elegant hotel in the heart of the city and, as expected, all heads turned in admiration when we entered the banquet hall. We walked arm-in-arm and Jess introduced me to several of her co-workers as "her boyfriend Bob" as we made our way to our assigned table to leave our things. I went to the bar and got a glass of wine for me and a bourbon old-fashioned for her. When I came back, she was standing with a group of men that appeared to be infatuated with her.

"Bob, I'd like you to meet some of the other junior partners in the firm," she said as I handed her the dri nk. We all shook hands as she told me each of their names. They seemed to be measuring me to see what kind of man Jessica would take as her boyfriend. I assumed the men Jessica had recently turned down were included in this group. Jessica told them, "Bob and I have known each other since college. He was the hottest guy on campus. Not only good-looking, but rich, funny and an absolute gentleman. We ladies all swooned when we saw him but he only had eyes for his eventual wife. Lucky for me, we all live together now." The guys' jaws dropped when she said this and she just smiled and kissed me on the cheek as we walked away to talk to another group.

The next group of men were a bit older and had their wives with them. Jessica greeted each of the wives first and gave each of them a warm smile and complimented them on their beautiful dresses. Some of them seemed to already know her and clearly liked her. It was evident the men also liked her and treated her differently than the younger junior partners. They were very respectful, and although they were introduced as the firm's senior partners, they treated her as a peer. One of the ladies said, "I'm so glad the two of you will be sitting with us tonight. I'm not saying these men are dull but it will be nice hearing about something other than finances."

When I saw that Jessica's dri nk was getting low, I asked her and the others in the group if I could get them anything. One of the men offered to come with me to help retrieve ****** for the group. "She's one special lady, that Jessica," the older gentleman told me as we waited for the dri nks.

"Oh, I know that," I answered genuinely.

"She's always been a special talent, but lately she has been something extraordinary," he enthused. "Whatever you are doing, keep doing it," he encouraged with a big smile and a wink. He slapped me on the back and we returned to the group.

Next, we visited a third, smaller group with a lesbian couple and two gay couples. As we approached, the older woman of the couple smiled broadly at Jessica and two of the men turned and did the same thing as she embraced each of them. It was evident that Jessica was well-liked by this group as well. The woman was older than Jessica and I found out that her name was Rose and she was one of the founding partners. Her date, Brittany, was quite a bit younger than her and it quickly became clear that Rose wore the pants in their relationship. Rose was brusque and a bit impatient with Brittany, but the younger woman was like a puppy dog in her adoration and quickly did whatever she was told. Later, I found out that Rose was the one that convinced Jessica to come out to Melissa and to tell her how she truly felt. The two men that Jessica knew, one black and the other white, looked and acted like accountants in an awkward, nerdy kind of way. Jessica introduced them as fellow junior partners and the three of them chatted like old friends. Their boyfriends were friendly, but I could tell they were uncomfortable and just waiting until they could leave the party.

"So, this is the famous Bob," Rose said as she shook my hand with a firm handshake. "I've heard so much about you," she said with her eyes piercing into mine.

"Well, I hope it was all good," I responded good-naturedly as I looked back into her steely gaze. I wondered what exactly Jessica had told her about me.

"Oh, it was very good. You sound like a man of many talents based on Jess' glowing reviews. I even asked if I could borrow you for a weekend, but it sounds like you are kept quite busy." By her straight face, I couldn't tell if she was serious or just kidding. She went on, "I believe she considers me a mentor. I care for her very much and it is obvious that you do as well so thank you for taking such good care of her through her recent relationship troubles." I noticed that Rose's girlfriend moved closer to her with a threatened look on her face, but Rose simply rolled her eyes and dismissed the younger woman to fetch her a dri nk.

Jessica joined us and said, "What awful things is Rose telling you about me?"

I laughed and said, "She told me you wouldn't share me to help around her house."

Jessica got a surprised look on her face and responded with, "She told you that, huh? Well, you have been awfully busy taking care of our house but maybe we can go over there and I can finally see her beautiful estate."

Rose smiled and said, "Darling, you are always welcome at my home. All of you."

Later, Jessica explained that Rose and her late husband started the firm with some of the other senior partners. He died young, and many said Rose must have driven him to an early grave. Since then, she exclusively dated women, much younger women, and none of them lasted too long. There were many rumors that her estate included a dungeon and that she ran some kind of kinky household with half-naked female servants. However, she adored and respected Jessica and treated her much different than the other junior partners. Jessica told me in a hushed voice, "I've always been curious to visit her mansion but I'd be afraid to leave you alone with her for a weekend."

When it was time for dinner, we went to our table and I pulled Jessica's chair out for her and asked her if there was anything else I could get her. She smiled sweetly and said, "No thank you bobby." One of the other women at the table told her husband he could take lessons from me on being a gentleman. That got the other wives agreeing and telling their husbands the same thing.

"Gee, thanks Bob," one of the senior partners said lightheartedly.

In a conspiratorial voice, Jessica told the wives, "It's proper training." They all laughed and agreed that they needed to get on that right away. Jessica smiled knowingly at me and I thought about my still stinging ass and smiled back at her.

The rest of the night was very pleasant as I went out of my way to be charming to her work companions and very attentive to all her needs without being in her way as she networked with her fellow partners and the people that worked for them.

She introduced me to a woman named Cheryl and informed me, "Cheryl and I have been together since I joined the firm. She's my executive assistant and a very good friend."

Cheryl was cute and outgoing with a flair of style. While most women were wearing evening gowns, she was wearing a sexy cocktail dress with fringes and a hat that made her look like a 20s flapper girl. I immediately liked her. "Ohmigod, didn't you trade up, Jess! He's gorgeous! So much nicer than Mr. Pencildick. Oh sorry, I probably shouldn't have said that in mixed company." Jessica laughed and told her I knew Mr. Pencildick and there was no doubt she was trading up. "So, tell me all about you and what it is that you are doing to this girl. She's been on fire! Half the guys around here are scared to death of her and the other half desperately want to get in her pants. I've never seen her so sexy and in charge," Cheryl said in a rapid New Jersey staccato.

I grinned at her forwardness and said, "I just do whatever she says and however she says to do it."

Cheryl's eyes sparkled and she leaned into me saying sexily, "Oh, I bet you do it well, too."

Jessica laughed and punched me in the arm, "Don't get her started or she'll make you prove it and we'll both get fired tonight." We chatted amicably with Cheryl for a while longer until she saw one of the single junior partners making eyes at her and excused herself to go talk to him.

"Well, she's fun!" I said cheerily.

"If it wasn't for her, I don't know if I would still be here. She's my life raft," Jessica mused. "How about one more dance and then we'll slip out before anybody notices us leaving?" I agreed and escorted my gorgeous date to the dance floor.

As we were driving home, I said, "Everybody there really likes and respects you. I was blown away by the number of people that wanted to tell me how much they cared for you."

She leaned over and put her head on my shoulder as I drove. "They're a really great, dysfunctional group of people. I think they just wanted to talk to my good-looking date."

I smiled at her compliment. "Were you serious about how you felt in college about me? I've never heard you say that before."

She nodded her head and said, "Absolutely. We all did, but once Melissa had you in her sights, there was never a chance for any of us. Of course, we didn't realize your ... ahem ... shortcomings," she said as she grabbed between my legs. "But, back then it wouldn't have mattered to those of us that didn't know better. Your magic tongue and charm would have carried the day." We drove some more as I let the glow of this revelation sink in. I never realized there were women interested in me.

Jessica turned toward me and said, "You were at your charming best tonight Bob. Thank you so much for going with me." She tenderly brushed her hand across my cheek and kissed my earlobe, neck and face. "You are going to get lucky tonight," she whispered in my ear.

I pressed the accelerator a bit more to shorten the time to get home as I felt my erection rising under the continued massaging of her hand through my pants.
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