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Bad Boy

Rating: 6
herboy63

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Posts: 364
#1
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She had my nipples between her fingers. She was pinching them ... hard.

The perspiration was beading all over my naked body as I stood before her. She liked to see me tremble as I nervously anticipated what she might do next. I thought of her words I had heard many times before, "I am not a woman to be trifled with." Indeed, she was not.

As soon as I walked into our apartment the night before, I knew I was in trouble. She was looking out the large windows at the magnificent view of the city below. She was wearing a sheer silk robe that laid enticingly over her luscious curves. Her long black hair was in a ponytail. The ponytail I loved to watch swing back and forth like a lure beckoning me forward as I stared at her beautiful ass when I ran behind her through the city park. She liked me to stay a few paces behind as a subtle show of respect. She didn't even turn around when she said, "We missed you at Arturo's. If you didn't want to go, you should have just said so."

"Ohmigosh babe, I totally forgot. I'm so sorry!" She had invited me to join her and her mom for cocktails and dinner at a local bistro. She got together with her mom often and I wasn't always invited. She was a lot like her mom in so many ways. She and her sister had watched her mom dominate the men in her life, first their dad and then her many boyfriends, their whole life. In their household, men were expected to obey and know their place. Her mom liked knowing I was both afraid and mesmerized by her. Like I said, my wife was a lot like her mom.

"Yes, you will be," she said as she turned away from the window to look at me. Her face was impassive as she stared at me. I couldn't hold her gaze and let my eyes wander down her body as I sought the refuge of the floor in front of her. I could see the dark outline of her nipples through the sheer, ankle-length robe. Then, the dark hair of the bush that covered her pussy mound. The pussy that captivated me like an addiction that couldn't be cured.

I started to tell her how we had won a large contract and the office went out to celebrate the win, but I knew that wouldn't matter. I could have called, I could have left the celebration early and still met her at the restaurant a little late. She might have been irritated by my tardiness but I would have made up for it by being charming and then eating her pussy when we got home. She may have taken me across her lap for a spanking first, but all would have been good before we went to bed.

Instead, here I was the next day preparing to be very sorry for my forgetfulness.

"Beg me to bite your nipple," she said with an amused look as her fingers continued to pinch my nipples harshly.

I was gasping from the pain she was causing my sensitive nubs. I could see her nipples hardening under the t-shirt she was wearing. She always got turned on when she tormented me. I stammered as I began to beg, "Please, please mistress. Bite my nipple."

She smiled and released one of my nipples saying, "Okay, but only because you asked me to." She leaned her head forward and her long black hair cascaded over her shoulders. She took my nipple between her lips and sucked on it. She knew how much I loved for her to play with my nipples and, despite my fear, my cock was responding to her antics. Her teeth sawed lightly back and forth on the hard nipple at first and then the pressure increased until I was gasping and howling from her assault.

She stopped and smiled again as she stood close to me and put her lips next to my ear. She blew lightly in my ear and nibbled on my earlobe. My cock continued to twitch as she toyed with me. "Now beg me to bite the other one," she whispered in my ear.

I was trembling now and wanted to beg her for mercy but I did as she commanded and gasped, "Please, please, please mistress. Will you bite the other one?"

She bit my earlobe and ran the fingernails of one hand over my rib cage and toward my crotch. Her fingers glided over the slick, sweaty skin until she wrapped her hand around my cock roughly. She held it like a police baton and held me tightly in place as she brought her teeth to my other nipple. This time there was no teasing. She sank her teeth into my nipple while squeezing my shaft in her tight grip. I begged her desperately, "Please baby, please!" She stopped biting and looked at my nipples to admire the teeth marks that angrily announced her intentions.

She released my cock and raised her hand to my lips. I had dribbled pre-cum and I obediently licked it from her hand. She had trained me well. I was always required to lick my mess from her – no matter where it might be. Then, she reached back between my legs but grabbed me by the balls this time and said, "Now beg me to fuck you in the ass with that pony tail plug."

On the table behind her was a buttplug with a horse tail sticking out the end of the base. This wouldn't be the first time the tail had dangled from my ass. Usually, it was accompanied by a bright red ass after a scolding for one of my many misdeeds. Her mom had bought it for her when she heard I was going to be punished for talking back to my wife. "If he's going to act like a jackass then he should look like one. I found it to be quite effective with your dad." I never met her dad but I found it hard to imagine the tough looking cop in the pictures on our wall walking around with a red ass and horsetail.

She stood in front of me with her hands on her hips and a confident, taunting look on her face as she waited for my pleas to be sodomized. She was wearing tight-fitting jeans that showed off her round hips and tight butt. How I wished I could be peeling those jeans off her hips and down her legs so I could bury my face in her wet pussy. But that wasn't going to happen today. No, today was going to be a far different kind of day than our usual Saturday where I brought her to orgasm with my tongue and if I was very lucky I might get to orgasm myself.

I mumbled, "Please mistress .... Would you ... fuck me in the ass?"

"What was that, boy? I couldn't understand your mumbling. Speak up!" she demanded.

I straightened my back and took a breath before saying, "Please mistress. Please fill my ass with the buttplug."

She gave a sweet smile again and said, "That's better, boy. Now bend over and spread your cheeks for me."

As she retrieved the plug, I turned around so I could bend over and present myself to be impaled by her. Her gay friend Trevor had been sitting on the chair behind me, watching everything. He had already taken his pants off and his fat cock was standing at full mast. My wife had promised him a blowjob and I was going to be giving it to him.

"O .. M.. G.. this is so fucking hot!" Trevor said in his flamboyant style as my wife prepared to lube my asshole and the plug.
herboy63

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Posts: 364
#2
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My wife winked at her friend as she pushed a lubed finger into my ass. I gasped at the intrusion but held my bent over position with my hands spreading my asscheeks for her. I was able to block out the humil_iation of being naked and punished in front of her friend when I couldn't see him but now he was sitting directly in front of me. I stared at the floor but I could see his bare feet just ahead. When he had shown up for lunch, I didn't think anything of it until my wife announced the purpose of his visit. "Trev's been having trouble finding a date since he broke up with Paul. So, when I told him what a bad boy you've been, we both agreed this would be the perfect time for you to finally give him the blowjob he's always wanted."

Trevor had always been open about how attractive he found me. His old boyfriend Paul used to get jealous when Trevor would tell my wife he was going to steal me away from her. My wife would laugh and grab her tits and say, "You better grow some of these first. My boy can't get enough of these, can you boy?" I had to agree with her. I was obsessed with her boobs. She could get me to do almost anything with the promise of sucking on her tits while she gave me a handjob.

When I felt the lubricated plug press against my tight asshole, my knees sagged just a bit. My wife told me to be still and grabbed me by the hip with her other hand as she continued to wiggle the plug into my ass with steady pressure. "Slower, please! Please go slower," I cried out desperately. She quit pushing it in and withdrew it slowly before pushing it again in a back and forth sawing motion. A bit more of the plug went in with each push.

Trevor squealed in delight, "I love it when they struggle under me. Did you notice he didn't say to stop? He wants it!"

My wife laughed and said, "Yes, he's quite a little whore. Aren't you boy?"

I was gasping when I replied, "Yes, maam. I'm your little whore." Then, she gave the plug a final push and it popped past the sphincter muscle and locked into place with the tail dangling between my legs.

I cried out and my head snapped up as the pain quickly peaked and then changed to a feeling of fullness. Trevor was sitting right in front of me and his large cock was bobbing dangerously close to my face. His face was lit up with lust as his eyes blazed from the spectacle he had just watched. He began unbuttoning his shirt and didn't bother to take it off as he pulled it open to reveal his shaved chest and abdomen. I couldn't help but notice his smooth, clean-shaven cock and balls as he stroked himself. He seemed to be showing off for me as I was still bent over waiting for my wife to tell me I could stand. I still wasn't sure if she was going to spank me in front of him.

"Can I fuck him?" Trevor asked her in a hopeful, lusty voice.

My wife considered his request, "Hmm, no I don't think so. He would enjoy it too much and he is being punished today." I felt immense relief at her response but I also knew she was protecting me. Well, at least for the time being. I could already hear her telling me later that the next time I stood her up, Trevor would be coming back for more than a blowjob.

She slapped me on the ass and told me to stand up and look at her. "You will get on your knees and give him the best blowjob you possibly can. Understand?" I nodded my head. "You've already disappointed me once this week. Don't do it again." I nodded again and she smiled seductively. "Now get to work, bad boy."

I turned back to face Trevor as he sat in the chair with an arrogant, expectant look on his face. He flexed his index finger to indicate I should come to him and then pointed to the floor in front of him. I got on my knees between his seated legs and he leaned forward, running his fingers through my hair. I was afraid he was going to kiss me when he put his face inches from my own. He looked into my eyes with a lustful, confident look. He reached out and rolled one of my bitten nipples between his fingers. The pain from my wife's teeth was renewed by the pinching of his finger and thumb. He liked the look of discomfort on my face.

"Suck my nipples the way you suck your wife's," he said with a soft, throaty voice. I could hear my wife light a cigarette somewhere behind me. She didn't usually smoke but she wanted to enjoy this show to the fullest. I closed my eyes and tried to imagine I was kneeling before my wife and took a breath before leaning forward to find his nipple and take it between my lips.

It felt different than my wife's large nipples that would become erect as my lips and tongue made love to them. His nipples were small and very hard on his flat, slightly muscled chest. My stomach clenched involun_tarily as I tried to block out my homophobic impulses and tried to imagine it was my wife's nipple and not this man. I wondered how I would be able to sit at dinner or in our living room with Trevor after this was over. Would I still be able to look him in the eye and enjoy his company like before?

He redirected my lips to the other nipple with the hand that was massaging my head. He sighed with pleasure as he raised his other hand to my head and guided my head down his torso. "Don't be afraid. Kiss my stomach as you work your way down to your lollipop," he said teasingly. I could only imagine how turned on my wife was getting as she watched us. I could smell the smoke from her cigarette and focused on what she must look like as I kissed his flat stomach and got closer to his large cock. His erection was so rigid that it was almost pressed against his stomach and got to it pretty quickly.

"Take my balls in one hand and massage them tenderly as you take the head in your lips. I'd tell you to do it the way you like your wife to do it for you, but I guess we all know she doesn't do that for you, does she?" I was surprised that he knew my wife didn't give me blowjobs. She told me it was a submissive act that didn't feel right for a dominant woman like her. However, I knew she did it for some of her lovers. I wondered what else she had told her best friend.

I must have been doing a good job because Trevor was making pleasurable cooing sounds and his hands on my head were in rhythm with the movement in his hips as he pushed his cock in and out of my mouth. "Girlfriend, he is a natural," he said as I felt my wife kneel down behind me.

I opened my eyes for a moment as I felt her arms wrap around me and her fingers found my nipples. I could smell the smoke on her breath as her lips kissed my neck and ear. I could feel her breasts through the t-shirt as her hard nipples pressed against my back. "This is so hot baby," she whispered seductively in my ear. Her hand wrapped around my cock as she stroked me slowly. "I want you to really put your heart into it and make him cum. Make him cum in your mouth and I want you to swallow every drop. Can you do that for me?" My mouth was full of his fat cock and I had to pull up to make a sound to let her know I would do it for her.

As Trevor felt my renewed effort, he responded by more for_cefully pushing my head onto his cock until I started to gag from the lack of air. That only seemed to make him more excited and I could feel his cock start to pulse until he gasped, "Oh baby, I'm going to cum .... Don't stop!" His balls tightened in my hand and he arched his back as he held my head tight, yelling out loudly, "Oooohhh, oh yes, yes, yes!!" His cum hit the back of my throat and made me cho_ke but he didn't release his grip on my head. I concentrated on relaxing my throat muscles and felt the ejaculate continue to fill my mouth. I couldn't believe he was still cumming in spurts as the fluid leaked out the corners of my mouth.

Finally, he released my head and fell back in the chair with a loud gasp of air. "Oh my, that was lovely! I really needed that," he said to my wife appreciatively. Then, he looked down at me on my knees and put a finger under my chin. "And you, bad boy ... please keep yourself in trouble. I can't wait to help punish you again!"

Trevor left shortly after that while I stood in the corner of the room with my nose against the wall. When I heard the door shut to our apartment, my wife told me to come to her. "I hope you've learned your lesson boy. I think mom will be satisfied with your punishment."

I looked at her with horror in my eyes. "You're going to tell your mom?"

"Well, of course. You stood up both of us. Or, would you rather tell her all about it yourself?"

I emphatically shook my head 'No' as my wife raised her eyebrows in a threatening manner. "Now go brush your teeth. You have cum breath," she said in a dismissive voice as she picked up her book and settled into the couch so she could read.

I wondered if I would get the chance to eat her pussy later. I really hoped so, even though I knew it was unlikely I would get to cum myself. She'd probably make me wait to masturbate while home alone when she went on her next date.
herboy63

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Posts: 364
#3
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I thought you all might like a short story before I post a new longer one again.
dilatateur

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Posts: 1179
#4
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Mr Fire

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Posts: 95
#5
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Very well done once again, hb. Can't wait for the longer one.
randyadrian

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Posts: 1979
#6
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👍👍👍🙏
BumNote

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Posts: 1164
#7
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I loved that! Thank you ❤️ x
MrBigCuckold

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Posts: 5641
#8
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cwcobblestone

Member

Posts: 267
#9 
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Fantastic!
Rating: 6, 2 votes.
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