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Should Have Known Better

Rating: 24
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tef fulton

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#91
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WOW!
herboy63

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#92 · Edited by: herboy63
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"Ohmigod, I'm so excited for the two of you," Anne squealed in glee. We were at a restaurant and seeing Tim and Anne together for the first time since Jessica got pregnant. It was also my birthday.

We hadn't met with Jessica's lover and his wife in almost four months. When Jessica decided she wanted to get pregnant, she also decided it was time to fill Tim in on the unique nature of our relationship with my wife and Dan. She was concerned that the unusual 4-way relationship might be too much for the slightly conservative couple. It turned out we had nothing to worry about. They both found the whole thing fascinating and only wanted to know more.

Jessica saw Tim at work but they weren't able to get together during the five weeks she was trying to get pregnant with Dan. Tim had quipped, "I think I'm starting to understand what it feels like to be a cuckold." Jessica rolled her eyes and locked his office door before giving him a blowjob.

A couple of weeks later, when she told him that her pregnancy test came up positive, she was surprised to find out that Tim had a thing for pregnant women. "I was horny the entire time Anne was pregnant with each of our kids." He was so excited that they took the rest of the day off work for a celebration fuck. Although the two of them found opportunities to have sex during the past couple of months, this was the first time we had all been together in quite a while.

During dinner, Anne wanted more details about my wife and Dan and was intrigued that Jessica had chosen him instead of me to get her pregnant. She asked, "So bobby, the way it works is Dan has sex with your wife and Jessica but he doesn't allow you to have sex with them?"

I shrugged my shoulders shyly and said, "That's kind of the way it works." Then, I smiled and added, "Sounds kind of selfish, doesn't it?"

Everyone roared with laughter before Jessica chimed in with, "We haven't told bobby yet but Dan is just providing cover for us ladies so we don't have to be the meanies to tell him 'Sorry, but ... No'."

"We should get champagne and toast!" Anne suggested. Then, apologized, "Oh, I'm sorry Jess. You probably can't dr_ink."

Jessica laughed and said, "I think a sip of champagne will be okay. Besides, it's bobby's birthday and I know he loves champagne." We finished our lovely dinner and everybody sang me Happy Birthday with our dessert.
As we were finishing dessert, Anne asked me, "So bobby, what are you hoping to get for your birthday?"

I shrugged my shoulders and answered with a smile, "I think I'm having the best birthday present anyone could ask for."

Jessica teased, "Aww come on bobby, you know there's something else you really want." I looked at her questioningly as I wondered where this was going. "When was the last time you had a squirt by something other than your own hand?" I could feel my face flush with embarrassment. Jessica had only allowed me to cum once a month over the past few months and it was always with my own hand and in some embarrassing way. One time, she made me wear a butt plug under my nightie for the entire evening and then insisted I masturbate as she gave me a hand spanking before bed. Another time, she told me to jerk off while she stood over me naked in the shower and told me to tell her when I was getting close. When I told her, she began peeing on me at the same time that my cum sprayed on my stomach. She teased me frequently but enjoyed leaving me frustrated with her denial of my orgasms. I never knew when she would grant me release.

I couldn't look at our dinner guests and glanced at Jessica while mumbling, "It's been a long time."

Tim and Anne enjoyed watching Jessica tease me as they leaned forward, watching intently. Jessica said in a sing-song voice that was almost a whisper, "Anne has a surprise for you tonight."

I looked up from the table expectantly and looked to Anne who was biting her lip in anxious excitement. She leaned very close to me and said in a quiet voice, "Remember when I said that I would have done you back in the day?" I nodded my head and she continued, "Well, if you want, this could be your lucky day." I looked at her, then Jessica and finally Tim in shocked surprise. They were all beaming with amusement at my disbelief. When I looked back to Anne, she said, "I haven't had sex with anybody but Tim since the day we got married. But, that doesn't mean I haven't fantasized about it. After my surgery, it was too uncomfortable to take Tim inside me, but I don't think I'll have the same problem with you. We've been experimenting with different size vibrators and I think you might be just the right size. Besides, it was thanks to you that I discovered I could still get off. I owe you one."

It was not lost on me that she was essentially saying, "Your tiny dick won't hurt my sensitive vagina, so I'm willing to throw you a pity fuck." But, I was thrilled that my penis size was finally a good thing! By the smile on Tim's face, I could tell he didn't mind finding out about what happened many months ago at our house.

Jessica interjected, "Why don't we get the check and go back to our house. Bobby still needs to get his birthday spanks and that was part of the deal. Anne wants to give you some spanks too before she gives you any nookie. You don't have a problem with that, do you bobby?" I was so excited that I just shook my head 'No' and waved for the check.

Once we got back to our house, Jessica put two chairs facing each other in the middle of the living room. Each of the ladies sat in the chairs so their knees were touching while Tim took a seat on the couch to watch the festivities. Jessica made a signal with her finger to indicate that I should drop my pants. Reluctantly, I took off my pants and panties and stood there with my erection already bobbing in front of me. Jessica reached out and took my erection in her hand, pulling me toward her. Her hand felt marvelous and I couldn't help but wish she would stroke me. "It's a cute little thing, isn't it?" she said to Anne. Anne agreed with a giggle that it was a "very cute little thing." Then, Jessica told me to lay across their laps. Once I was in place with each of their knees under me, Jessica said, "I usually use a hairbrush on his behind but since it's his birthday, I thought we could use our hands instead. But, that means you should smack as hard as you'd like. He's used to much more sting than your hand can deliver."

The ladies took turns rapidly spanking each of my buttcheeks but I was only allowed to count Jessica's spanks until we reached my birthyear. Then, Jessica gave one more really hard smack saying, "And one to grow on!" My cheeks were tingling but didn't hurt nearly as much as my usual Friday spanking.

Anne exclaimed, "Oh my, that was so much fun! Thank you for letting me do that."

Jessica replied, "Believe me, he loved it, so there's no need to thank me. Hopefully, he didn't dribble all over your leg like he usually does with me. If he did, then he will clean it up. Won't you bobby?"

My head was swirling with the sensations and hum_iliation I was experiencing. "Yes, ma'am," I answered my Goddess. She told me to get up and sure enough there was pre-cum on Anne's leg. I didn't wait to be told before getting down on my knees and licking it from her thigh and calf. I could sense Tim behind me, watching silently from the couch. I must have been quite a spectacle as I submissively licked my cum from his wife's leg.

"You will find out that his tongue is his best asset," Jessica said to Anne. "Perhaps it is time for all of us to go upstairs?" she suggested to our guests. Tim agreed enthusiastically and Anne seemed nervous but eager as well. "bobby can show you to his room and we will be just down the hall. You are welcome to come join us when you're done with him," Jessica said flirtatiously. Anne nodded her head excitedly and followed Jessica up the stairs.

I waited for Tim to go upstairs first and then I followed – pantless, red ass and excited beyond imagination as I anticipated my first time in a woman's pussy for more than a year.

I watched Tim enter the master bedroom and he turned to wink at me in an amused "Go get her tiger!" way. He didn't need to encourage me any as I entered the bedroom to my waiting birthday gift before she changed her mind.

As I closed the door behind me, I saw that Anne was sitting fully clothed on the edge of the bed waiting for me. She looked beautiful and sensuous as she looked at me with a seductive, coy smile. She must have licked her lips because they were wet and inviting. I stared at her cleavage under the tight cocktail dress that rose with each of her aroused breaths causing her breasts to swell enticingly. She parted her legs slightly in a provocative way that caused my eyes to leave her breasts and get a peek at the garters and black satin panties that were almost hidden from view. She watched my lust-filled face and was pleased to see my desire for her. "Why don't you finish undressing and then you can unwrap your birthday present," she said in a husky, sexy voice.

I didn't waste any time taking my remaining clothes off and then I knelt before her. She pulled my lips to her own and we kissed as I reached behind her and unzipped her dress. She stood up and let the dress fall to her feet in front of me. She was wearing black garters to hold her sheer nylons and a matching black satin lingerie set. She also was wearing black high heels to complement the incredibly sexy undergarments. I wondered if she had bought this lingerie just for this night like Melissa and Jessica did for their lovers. My nose was even with her belly button and I could detect the scent of arousal.

She turned around to give me access to the clasp holding her bra and I unsnapped it. When she turned back around, she was holding the bra over her tits with one hand and ran her fingers through my hair with the other hand. She put her hand behind my head and pulled my face against her pubic mound. She squeezed my face tighter against her as she raised her hips by going up on her tiptoes with arched back and pushed her panty-covered pussy against my mouth. I held her ass with both of my hands and nibbled her pussy through the panties as she ground it against my face.

She released my head and dropped her bra as she sat on the bed in front of me. "Are these what you've been wanting to see? You've been staring at them all night, you naughty boy," she teased as she shook her boobs in front of me playfully. She guided my lips to her nipple and cradled my head between her hands as I took turns licking, sucking and lightly biting each of them. Eventually, she gasped into my ear, "Unsnap my garters and take off my panties. I want to feel your tongue on my cunt." I did as she asked and quickly pulled the silky panties past her high-heeled shoes and let the garters dangle from the garter belt against her creamy white thighs.

She laid back on the bed naked except for the garters and high heels as I scurried on the bed and got on my knees between her thighs. She had a neatly-trimmed, dark bush and the pinkest pussy lips that I've ever seen. I eagerly buried my tongue in her pussy and noticed that she was not as wet as my wife or Jessica so I made sure to provide as much saliva as possible to moisten her pussy lips. I found her pleasure nub and worked my magic until she moaned out a long, pleasurable groan. She kept moaning and encouraging me as my tongue and lips danced across her pussy and clit until she finally screamed out in orgasm. She was loud and uninhibited in her pleasure and I was sure the lovers down the hallway could hear her.

When she calmed down just a bit she gasped desperately, "Get the lube out of my handbag!" I saw her small handbag lying on the floor and quickly located the bottle of lube. Once she saw it in my hand, she said urgently, "Lube up your cock and put some in me." I was afraid to touch myself for fear of cumming so I squirted a bit of lube on my shaft and smeared it around the rest of my penis with the tip of one finger to avoid too much contact. Then, I squeezed a bit at the top of her pussy and slowly slid a finger into her as she closed her eyes. She moaned again and pushed her hips into my thrusting digit. I kept fingering her as she rotated her hips appreciatively. She opened her eyes, spread her legs wide with her high-heels on the bed and said desperately, "Fuck me bobby. Fuck me hard!"

I got on my knees between her thighs and put her legs over my shoulders so I could get maximum penetration. I guided my penis toward her opening and while looking at her heaving breasts and rock-hard nipples, I buried my very wet penis into her very lubricated pussy. At first, I could barely feel anything because of the slick lubricant but her tight pussy began to feel like a velvet glove. She grunted and moaned with each thrust and screamed out, "Yes! Yes! Yes!" with every push of my hips. After ten thrusts, I could tell there was no way I could hold off cumming but I kept thrusting for all I was worth until my limp penis slipped completely out of her.

I opened my eyes and looked down at her smiling face. To my delight, she seemed genuinely pleased and pulled my face to hers and wrapped her legs tightly around me as she kissed me passionately. When she finally let me go, she whispered, "Thank you lover. That was the first time I've been able to have sex without pain in years." She had a tear in her eye as she pulled me to her and kissed me again.

I laid down next to her as we both caught our breath. I ran my fingers lightly over her shoulders and breasts as her breathing began to return to normal. She looked like an angel lying next to me and I couldn't believe what an incredible birthday this was turning out to be. She rolled over and looked me in the eyes sexily and said, "I hope you don't mind, but I'm going to run down the hallway and join them. I've only seen them have sex once before and it was incredible."

I laughed and said, "Of course not beautiful. You better hurry though. Hearing you probably got them pretty worked up." She kissed me on the cheek and hurried down the hall and quietly opened and closed the bedroom door behind her.

I stood in the open doorway of the spare bedroom listening for sounds down the hallway. It wasn't long before I could hear Jessica's cries of pleasure and could only fantasize about what must be going on in there. Just as I got ready to get dressed and go downstairs. I heard Jessica's voice call for me, "bobby, please come join us!"

I hurried down the hallway and opened the door to find Jessica lying naked on the bed with her legs spread and Tim was propped up on an elbow next to her. Anne was sitting on the bed next to her running her fingers all over Jessica's body. Jessica smiled dreamily as I walked in and, without saying a word, she pointed to her pussy. I knew what she wanted and quickly got between her legs to lick her pussy.

I had tasted Tim's cum after their dates in the past, so I knew what to expect. However, doing this in front of them was a new experience. The couple watched me tenderly and lovingly lick all of his cum from her pussy until she patted my head to let me know I was done. Then, Jessica said, "Now Anne, I want you to do the same thing for Tim." Anne looked surprised but excited at the unexpected request. She shyly went to the other side of the bed and leaned over the bed to take his cock in her mouth. She was licking Jessica's cum from his cock when Jess said seductively, "bobby, don't you want to help her do that?" I looked at Jessica with pleading eyes, but she was undeterred and waited for me to comply. I sighed and leaned across her to where Tim was laying on the bed. Anne stopped sucking and was watching lustfully as I lowered my lips toward his cock. She offered the head of his cock to my lips. I closed my eyes and lowered my mouth over the head until I could feel his wet shaft between my lips.

Anne and I both licked and sucked his cock and balls for another few minutes until Tim said cheerfully, "Okay, I think you got it all. Thanks guys." I looked at Jessica and she had a devilish look on her face that told me she was very pleased and enjoyed tonight very much. I had a feeling this would not be the last time this happened.
herboy63

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#93
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The next morning, I was waiting for her to return from her morning yoga class. She had to quit running every morning due to morning sickness and fatigue but now she was feeling better and started exercising again. She had woke me up with a kiss before she left and told me to have breakfast ready when she got home. I had French toast, fruit and decaf coffee on the kitchen table when she walked through the door.

She was still wearing her sweaty, tight-fitting workout clothes and it was hard to believe that she was pregnant. If I hadn't heard her retching in the toilet every day for the past couple of months, and the sudden food cravings, and the more time than usual I was tending to her constant need to pee, I would think it was that time of the month. Her mood swings and tender, swollen breasts were pretty typical during her period. I learned early in our relationship that this was a time to be patient, quiet and stay out of the way. For her part, she was sympathetic but also complained about the unfairness that a woman had to deal with this monthly issue. As a result, we agreed that my role would be to take care of her every need during that week or be prepared to suffer the consequences – no mater how unfair it might seem.

I was discovering during this pregnancy that these rules might be in effect for the entire term. I had already spent one night standing in the corner with a bright red behind because I brought home the wrong ice cream and forgot something else on the shopping list. On another night, she made me stop licking her pussy and to get the strap-on because she could tell I "clearly wasn't into it." So, I was a bit wary when she entered the kitchen that morning.

I greeted her good morning and handed her a cup of coffee with a kiss. "Thanks bobby," she said with a sweet southern drawl. I relaxed and thought that my concern was all for naught. "Breakfast smells wonderful. You are a good boy." She sat down at the kitchen table and I sat across from her in front of my own plate of food and coffee. She looked across the table at me and leaned forward on her elbows with the cup of hot coffee between both hands. "It sounded like you and Anne had fun last night," she said in an almost accusatory tone.

My antenna went up as my senses tried to read the situation before I answered clumsily, "Well .... Yeah .... I guess it was ... ummm ... awesome."

She stared at me with her piercing eyes and an almost amused look on her face. "From the sound of it, you must have really been something. We had to stop what we were doing to listen. You had the poor thing screaming like a virgin. I think Tim might have been jealous." She kept looking at me with that same semi-amused expression. I squirmed in my seat and was unsure if I should say anything so I just sat there uncomfortably and looked down while pushing a strawberry around my plate with a fork. I was pretty sure Tim wasn't the only person that was jealous but thought I should keep that to myself.

"Look at me," Jessica demanded. I quickly looked into her eyes and she gave me a commanding stare. "Who's boy are you?"

Her eyes were challenging me as I swallowed hard and answered meekly, "Yours."

Her expression didn't change a bit when she demanded, "And who owns your little dicklet?"

I felt like I was melting before her as I answered, "You do, ma'am."

She reached across the table and ran her hand across my cheek and said, "I told you that you would never be in another woman's pussy again. Are you glad I changed my mind?"

I swooned at her touch and her sudden change to a soft, angelic voice while answering, "I'm the luckiest boy in the world. Thank you Mistress."

"Yes, you are a lucky boy," she replied pleasantly. "Did it make the waiting and all of the teasing and denial seem worth it when you finally got to cum in an actual pussy, boy? Was it the best birthday gift I could give you?"

I wasn't sure if this question might be a trap so I took her other hand and kissed it lovingly without giving an actual answer. Was the right answer 'Yes' or should I say the only thing better would have been doing it with her? As I mulled the right answer, she pulled her hand away.

She stopped stroking my face and held my chin in her hand, for_cing me to look into her determined eyes. "Don't expect that to happen often boy," she said sternly. "And when it does, you should expect a cock in your mouth soon after. Understand?"

I raised my eyes in surprise and mumbled, "Yes, ma'am."

She held my chin and stared into my eyes for a moment longer and then smiled sweetly and said, "Let's eat before it gets cold."

As we sat quietly finishing breakfast, I thought about the previous evening and basked in the memory of undressing Anne as she revealed her sexy lingerie and the soft, fullness of her ample breasts with the half-dollar sized nipples. Her boobs were bigger than Jessica's but weren't as big as Melissa's D cups but not many women's were. However, she knew they were still magnificent for a woman her age and she knew how to showcase her assets for maximum appeal when seducing a sexually denied cuckold like me. I thought about the taste and smell of her pussy and how it felt like a tight, warm, luxurious cocoon of absolute pleasure as I thrust into her. If she was here right now, I would want to do it again, right here on the kitchen floor or bent over the table or anywhere else she wanted to do it. Of course, I knew nothing was going to happen without Jessica's permission and direction. It was obvious they had planned my birthday surprise and, after our chat this morning, it wasn't clear if Jessica would allow me to do it again.

I could feel my penis getting hard as I was daydreaming when Jessica seemed to be reading my mind and said, "Anne really enjoyed spanking you last night. When I told her and Tim about how I used to babysit you for Melissa, she was fascinated. Think she'd like the job when I date her husband? Would you like to have a babysitter again?" She had her most devilish teasing look as she watched me across the table. "Aww, is bobby blushing? Afraid your new girlfriend won't see you as the big stud anymore? You do know, she only wants your little dinky because it is so small, right?"

"Yes," I answered bashfully.

Jessica got up from the table and kissed me on the cheek before saying, "Besides, we all enjoyed watching you blow Tim. We'll have to see how things go after the baby is born. Maybe you'll get another chance ..... and maybe not." She tousled my hair and left me to think about that as she left the kitchen.
eltipo4u

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#94
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I can only repeat my words: I love this story. Thanks a lot for this
.
Submissive Cuckold - lives for many years in a female-led marriage with a cuckold lifestyle.
herboy63

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"I think you'll find he will be well-behaved this evening," Jessica said as we came down the stairs and entered the living room. "But if he isn't for any reason, then feel free to use this to get his attention." Jessica handed the hairbrush to Anne who was sitting on the couch with her husband Tim. They were chatting with my wife and Dan while waiting for me and Jessica. A few minutes earlier, Jessica had announced that she needed to give me a good hard spanking before she and Tim left for their date with my wife and Dan.

I followed Jessica into the living room with a red face as all four of them looked at me with amused smirks. Jessica had left the bedroom door open so I'm sure they all could hear the thrashing she had just given me. My ass would be tingling the rest of the night but this embarrassment was even worse. On the other hand, I guess it could have been worse – she could have spanked me in front of everybody.

"I'm sure he will be a perfectly obedient boy, like he always is for me," Anne chimed in. This would be her third time 'babysitting' me while Jessica and Tim went out for the evening. It was sure to be a night of relaxation and pleasure for her - with me as her masseuse and eager oral servant. Within the hour, I would be lighting candles, warming massage oil and turning on soft jazz music as I got ready to slowly undress her. She would give me a present to open with a pair of panties or something sexy for me to wear that night. Last time, it was a one-piece lacy bodysuit. She would ask me to model my gift for her and after running her hands all over the silky material she would whisper, "You can begin now," and I would kiss her neck and run my hands over her body before starting to undress her. Once I had kissed each newly exposed part of her body and she was completely naked, she would lie on the massage table I had bought Jessica for her birthday and I would give her a long massage with special attention to her most sensitive areas. She had discovered that she really liked my tongue in her ass. Once she rolled over and was face up on the massage table, she would eagerly wait for my hands to massage her breasts and for my lips to find her nipples. She would spread her legs as my tongue traced a trail down her stomach and across her pubic mound. Her hips would begin to gyrate in anticipation of my fingers and tongue penetrating her. By the time my tongue and lips locked onto her clit, she would already be on the verge of orgasm. Her release would be powerful and she would moan loudly in her pleasure. Afterward, we would take a shower together. The first time she babysat me, she gave me a handjob in the shower and after I came she cooed softly, "Does my good boy feel better now?" She offered her breasts to me and I sucked on them before getting a towel to dry her off. The second time she waited until after the shower and then had me get on my knees while she sat naked on the edge of the bed. "Beg me to suck your little clitty," she demanded. I did as she asked and pleaded with her to take mercy on my neglected little penis. Once she was satisfied with my begging, we switched places and she gave me an incredible blowjob.

"Poor bobby," my wife cooed. "You must have been a bad boy this week to get such a hard spanking. I was afraid you might wake the baby with your carrying on." Melissa and Dan had moved back from Panama about a year ago so they could be here for the birth of our baby girl. Luckily, the family across the street were planning to move and Dan bought the house before it ever went on the market. Jessica had decided she wanted to raise the baby in a more conventional household, so the best option was for Dan and Melissa to have their own house and we would live in ours. Melissa stayed with us whenever Dan was out of town or if she felt like Dan just needed some time to himself. She helped us with the baby almost every day and watched her when Jessica and I needed a night out.

Now that Melissa was back from Panama, things seemed almost the same as before but we both knew it was different. Dan was no longer just her boyfriend. He was her primary partner now. She still loved me and treated me with the same affection and caring but Dan wasn't just her preferred sex partner anymore. Now, he was also first in all her other priorities. However, it wasn't just my wife that had changed during the time she was away. I was different too. My relationship with Jessica was just as deep as the one I shared with Melissa. When I had a decision to make, it no longer was Melissa that I considered first. It was Jessica and the baby now.

At first, I felt lost when I realized that Melissa was no longer my obsession. I worshipped the ground she walked on for so many years that I built my life around my obsession. It didn't seem possible that I could ever lose that compulsive focus on everything surrounding my beautiful, exciting, sexy wife. But then there was Jessica.

Sometimes, I couldn't help but think that my wife had masterfully manipulated the entire scenario to play out exactly as it was happening. She ended up being with the man of her dreams while still keeping her most loved ones safe and comforted by her side. For the first six months after the baby was born, Jessica was exhausted from the lack of sl_eep due to breast feeding but Melissa was always there to help in any way possible. Sex was mostly on the backburner for Jessica but then I noticed that the two of them were spending more and more time in bed together and then the subtle signs of domination and sub_mission began to spark between them.

At first, it was little glances where Jessica would look submissively at my wife and Melissa would gaze lovingly at her girlfriend with the confidence of a dominant. I knew both looks well. I had looked that way at my wife many times. Other times, I would find out that Jessica was being restricted from orgasms and that I wasn't allowed to orally pleasure her. Jess was still allowed to use me for toilet service, but I was supposed to avoid licking her clit when she finished peeing. Usually, the opportunity to tease her was too tempting and I would 'accidentally' flick my tongue on her pleasure button until she pushed me away – but not before she enjoyed a tremble of pleasure first.

Recently, I was in bed in the spare bedroom when I heard my wife call for me from their bedroom. When I came into the room, Jessica was kneeling in the corner with a butt plug inserted in her red ass. Melissa was lying in the bed under the covers and said, "Bobby, would you be a dear and turn out the light for me? I'm sl_eepy and she still has a half hour in the corner before she's allowed out." I looked at my wife with wide eyes and she just smiled devilishly as she pulled the covers to the side to reveal her naked body. "Would you like to come hold me as I fall as_leep?" I flipped the light off and eagerly got under the covers to cuddle with my naked wife. As I started to drift off to sl_eep a short time later, I felt Jessica get in the bed and press her naked breasts against my back as she slid an arm over me.

"We better get going or we'll be late for our dinner reservations," Tim announced to the group. "Besides, I think Anne has her own plans for bobby tonight. She was so excited on the way here that I thought we were going to have to stop for a quickie."

"Well, it's a good thing you didn't," Jessica said defiantly. "I haven't seen you in weeks and I've got my own plans for you later tonight." Due to her crazy life as a new mom, Jessica and Tim weren't seeing each other as much as before the baby was born. True to his word, Tim really had a thing for pregnant women and couldn't keep his hands off of Jessica throughout her term of pregnancy. Fortunately for him, her hormones kept her constantly horny so she was happy to oblige his kinky desires. When she was a week past due, the doctor told her, "You and your husband should go home and have sex. Sometimes, that works to start labor." She called Tim on our way home from the doctor's office, and he was at our house within an hour. Jessica was already in the bedroom waiting for him when he arrived. I was told to send him straight upstairs and he didn't need to be told twice. I crept up the stairs to listen in the hallway and was relieved to see that the bedroom door was still open. I could hear Jessica tell him, "Let me be on top and you just lay there and enjoy. I'd give you a blowjob but I don't know if I could get back up from the floor. Besides, you're almost hard enough already." It wasn't long before I could hear Jessica moan as I imagined she was lowering herself onto his hardon. It was a good ten minutes of sexual passion streaming down the hallway before the sounds finally dissipated to kissing and the murmurs of their sexual afterglow. Sure enough, she went into labor that night!

"Don't forget that we're going out on the boat tomorrow while the girls are getting their hair done, bobby," Dan said. "We can eat lunch at the little tiki bar on the water that you like." My relationship with Dan was the biggest surprise of all the changes in my life. We were spending more and more time together. He was no longer just the dominant male in our life that had sex with my wife and pushed my cuckold buttons. It was much more complicated than that. Now, he was the primary male in my wife's life and he was also becoming one of my best friends. There was still an undercurrent of dominance in our relationship but it was different now.

Previously, he enjoyed humiliating me and finding ways to exert his dominance over me as a way of making sure I was involved in the cuckold relationship he was having with me and my wife. More than once he had made me remove my belt and hand it to him so he could spank me in front of my wife. He had made me do many humiliating things that seemed to be intended to shape my wife's perspective of her poorly-endowed, submissive cuckold. He had an uncanny ability to discover my hidden sexual fantasies and to push our sexual boundaries. He successfully changed all of our perspectives on who we were and what we wanted.

After they returned from Panama, Dan spent a lot of time just hanging out with me. At first, it seemed odd because I was so used to him always being so dominant in our relationship. One day, he explained the situation to me like this, "Bobby, your wife lives with me now. We have sex most days and we all know she'll never have sex with you again. She'll still want you to lick her pussy occasionally but I see that like going to get a massage. You know, a little stress relief. Now, you have Jessica and from what I'm seeing you are both madly in love. Just like you and Melissa. You are also a dad now. You've got an incredible life with two women that adore you. You're the luckiest man in the world. Not only do you have two great women, but they also know what you need. They know that sex for you is between the ears, that they need to get into your head, not into your pants. They know you want to live vicariously through them and they're happy to oblige you. Before Mel, everything was about the conquest for me. I enjoyed the hunt and the chase and sexually conquering the woman. But your wife was different. She was every bit my equal. No, I take that back. She's my sexual superior. She's incredible. For me, there is no more conquest. She won and now I have to prove to her that I'm worthy. In a way, you and I are in the same boat. We both need her to want us."

After that conversation, I saw Dan a little differently. I realized he was trying as hard as I was to please my wife and to be the men she needed us to be. We had a common cause. The fact that he also had sex with Jessica should have made me feel like he was cuckolding me all over again, but in reality it was all being driven by my wife. She decided when they would have a threesome, or when Jessica needed a good fucking, or when Jessica would be denied. If anything, my wife was doing the cuckolding and Dan was just her instrument. I guess it was always that way and I was just now seeing it.

As the foursome left our house for their dinner date, Anne was giddy with excitement. She had brought a bag with her and pulled a gift-wrapped box out and placed it on the table. I wondered what surprise she had in store for me this time. My wife and Jessica loved that she was buying me these gifts and told me I would have to model it for them in the morning. I hoped it wouldn't be too embarrassing.

"So bobby, are you excited about tonight?" Anne asked sexily. I assured her I was. "I've been waiting anxiously to come back and babysit ever since the last time I was here. Do you think I'm going to need to use this tonight?" she asked as she picked up the hairbrush from the table and tapped it in the palm of her hand.

"No ma'am." I promised her.

She thought about it for a minute as she turned the hairbrush in her hand. "Listening to her spank you really got me horny," she expressed coyly. I was getting concerned that she might want to spank my poor, red bottom again when she said softly, "I was wishing it was me that she was spanking." She looked in my eyes with a smoldering look and asked, "Would you like to spank me before you open your gift?"

I was shocked at her question and stammered, "Ummm ... well .... Uh, sure, if that's what you want."

She smiled nervously and nodded her head. So, I sat on the couch next to her and took her hand and pulled her across my lap. As I was raising the hem of her sundress and pulling down her sexy black lace panties, I couldn't help but wonder if tonight was the night. It had been almost a year and a half since we had sex. That was the last time I had been in a woman's pussy. I dreamed about that night often but she, like all the other women in my life, had shown no real interest in a repeat performance.

As I gazed at her beautiful, shapely ass, and ran my hand over each cheek, I could feel my erection pressing into her stomach. I slid my hand between her legs and she instinctively spread her legs so I could test her wetness with my finger. She was moist. Yes, surely tonight would be the night. Then, I remembered all of those other nights when I thought the same thing and ended up going to bed frustrated and horny. I also remembered Jessica's warning that the next time I had sex I should also be planning to have a cock in my mouth. I wondered if she would be upset to come home and find out what we did. Anne wiggled her ass in anticipation and as I landed the first smack with my open hand, I couldn't help remembering something Dan had told me a long time ago, "You Should Have Known Better."

THE END
Mr Fire

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#96
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And it closes with the cozy foursome expanding to a (4+2)-some. such a wonderful and sexy story, where in the end everyone is getting what they want. such an amazing effort. I know I'm not the only one, hb, but I cannot wait for more good material from your keyboard.
herboy63

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#97
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Mr Fire I'm glad you liked it. I really enjoyed writing it. We'll have to see what pops in my head for the next storyline. Cheers!
eltipo4u

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#98
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herboy63, thanks for this great story. I loved it. Let's hear from you with another hot story
.
Submissive Cuckold - lives for many years in a female-led marriage with a cuckold lifestyle.
BumNote

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I've just caught up, what a fantastic read. I loved it, thank you 😊
ColinRupert

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#100
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Brilliant ! Thank you so much for all the work and efforts put in. Much appreciated
Techcuck

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#101 
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Excellent story!
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Should Have Known Better
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