Link to Part 1 for Those Who Need it:
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(If you haven’t read Part 1, I essentially lost a bet to my best friend and my girlfriend was his prize. She agreed to it, and the day we picked she got dressed up, and I got locked up.)
Shaun began kissing Jenn, I could see his tongue probe into her mouth and Jenn returning in kind. I watched in shame as he grabbed her breasts and butt to indicate that he truly did possess her. Jenn at first didn’t want to look at me, I think she was nervous about how to react. Shaun didn’t care, he pushed her head down to position her on her knees. Jenn pulled his jeans halfway down and I could see the sexual arousal in her eyes when she got the first glimpse of his big thick cock. She played with it outline of his boxer briefs, but it didn’t take long for Shaun to pull it out and smack her tongue and face with it. Jenn looked briefly at me, not with sorry eyes, but with resolution and acceptance that she no longer cared about my feelings in this moment. She was* horny and she would do anything to relieve it. She focused back to Shaun’s cock, grabbed his ass cheeks with both hands and inserted his cock all the way down her throat as if it was nothing to her. I watched as she gagged and wretched a bit from the sheer size, but Shaun didn’t care, I could hear him quietly tell her “good girl” and “suck my cock.” Eventually they transferred to the bed where Shaun sat and Jenn continued to blow him for the next 10-15 minutes. I had to admit that Jenn looked gorgeous in nothing but her thong, bobbing her head up and down on his cock. Even I was turned on by the sight of his cock in her mouth.
After several minutes of throat fucking my girlfriend, who at this point I think was so focused on giving my friend a blowjob that she forgot about me, Shaun finally pulled her off his cock and told her to strip. She complied w his demands and she removed her thong.
Shaun spread her legs open got a couple of toys and got in between her legs. Her right leg blocked me from seeing all of the things he was doing to please her, but I could hear how wet she was from the toys being inserted into her. It didn’t take her long at all to have her first orgasm w the same dildo Shaun and I had used a couple of weeks ago. I watched as Shaun’s face reacted to getting squirted on. It didn’t deter him at all and instead he continued eating her pussy and sucking her clit. At this point Jenn was shaking and so out of control horny that anything Shaun demanded of her she did. She flipped around on her stomach and knees and assumed a doggystyle position. She begged to be fucked by him; my girlfriend was now performing and begging for my friend to fuck her like a dirty slut. He grabbed some lube and one of the butt plugs, and inserted it into her ass. I heard her moan softly as the cold metal plunged into her asshole and finally pulling it in to make a seal. He used the remaining lube on his cock which didn’t need any because Jenn was soaking wet at this point. Shaun gently guided the tip of his penis against her lips, locked eyes with me and without a moment’s pause or hesitation, slowly but forcefully penetrated Jenn’s pussy, balls-deep.
I had to admit, the two of them had some strong sexual chemistry, I was so aroused by the sheer animalistic nature of their performance that I forgot that I was the one who lost the bet and was supposed to be humiliated. I heard Jenn’s moans of delight and I was happy and proud for her that she found a thick cock to get off to. I looked down at my own for a moment, and even though it was busting at the seams to get out, I knew instinctively, being locked in chastity was what I deserved.
Shaun, for his part, didn’t hold back on Jenn, I watch him pound his cock deep into her without any regard to our friendship. I could see Jenn’s thick cum rub off on his cock which at this point was almost completely white. Her moans and screams of pleasure were driving me wild. While in doggy, Jenn had three more orgasms before they flipped to riding.
I could see Jenn was exhausted from multiple orgasms, but wouldn’t admit defeat. Like every girlfriend he had in high school, she was possessed by Shaun’s cock and was going to get him off one way or another. Shaun laid on the bed and my girlfriend sat on top of him making out w him hardcore and passionately. Her petite frame didn’t even look like she could handle a cock this large, but she slowly lowered her body on top of his cock and began riding him. Again the sounds and smell of their sex filled the room. The most I could do is squeeze my cage in frustration. Jenn looked over at me and noticed my frustration which is when I saw her buck and scream “oh fuck.” She had yet another orgasm, and squirted all over Shaun’s cock. In that moment I realized she didn’t cum because of just Shaun’s cock, but because of the image of her cuck boyfriend in his chair not being able to do anything to stop all this.
Shaun continued to fuck Jenn for another 20 minutes without a care in the world. He eventually positioned her to missionary and passionately made out w her while he fucked her. I could tell Jenn’s body was spent. I think in total she had 6 or 7 orgasms, the towel he laid down on top of his comforter was now soaked w her cum. Even with all of this, Jenn would still turn to me and gaze into my eyes while she was being fucked repeatedly. Her head bobbing back and forth from his thrusting, she just accepted her fate as his slut.
As Shaun continued to thrust into her, my cuck brain was starting to go wild w a singular question. Where was he going to cum? Was he going to plaster her face? her tits? A dignified cumshot on her pubic area and stomach? Or would he go for broke? My mind went back and forth w possibilities. I tried to rationalize it, after all, he’s my friend, he wouldn’t blow his load on her face, that’s just mean. I somehow convinced myself that even though I knew he had to cum in order for all this to be done, I told myself he’d be a proper gentleman and cum on her pubic area and breasts…I was wrong.
With Jenn’s legs free floating in the air, Shaun quickened his pace and gave a final drive. Not to be out done, Jenn grabbed him and brought him closer so he could achieve his orgasm. Shaun gave a big thrust and moaned in ecstasy. My girlfriend was being creampied by my best friend and with each second going by he was pumping load after load into her pussy.
Shaun unloaded into Jenn for quite a while. Even after he finished in her, he laid on top of her coming down from it all. I sat in my chair, defeated knowing that I was officially a cuck. My girlfriend had been seeded and creampied by Shaun and I had to make my peace w it. This was no longer a matter of convincing myself that Shaun wasn’t serious about the bet or Jenn doesn’t really want to do this, or my cage isn’t a punishment, or maybe he won’t do this or that. I got cuckold’d by my friend and my girlfriend was absolutely in heaven over it.
Shaun eventually pulled his cock out of her, and Jenn quickly closed her legs. I knew from our own experiences that she was trying to stop the cum from spilling out. Out of breath and panting, he got up, walked around the bed to where her head was at; he didn’t say anything but simply grabbed the back of her head and pushed it into his groin. His cock was dripping w cum that he needed “cleaned off.” Jenn sucked his cock clean like a good girl, and Shaun turned back to me w a flushed red face and said we were even now. He walked over to grab his boxer briefs and said he’d be back w some drinks.
With cum running down her mouth, Jenn looked at me w a look of sexual accomplishment in her eyes. Asked me if this is what I was thinking about when I lost the bet. I told her it was probably one of the hottest things I’ve ever seen but it would take me a while to process everything. She told me it wasn’t over yet. With a final act of humiliation, she opened her legs and said she needed some help. I assumed she wanted me to take a cum rag and wipe off the creampie. Instead; she told me to lay on the bed and lick her clean. She convinced me that Shaun put such a big load in her that a rag wasn’t going to do much.
I positioned my head between her legs and began licking her freshly fucked pussy. As I did she asked if I could remove the butt plug from her ass. I gently tugged on it and removed it out of her, between what Shaun did to her pussy and what the butt plug did to her ass, both holes were well stretched. She pushed my head gently down into her “wreck.” I could feel her pushing Shaun’s seed out of her. Here was my beautiful girlfriend pushing another man’s cum into my mouth.
In fairness to Jenn, she was right, Shaun blew such a massive load in her, a rag wouldn’t have done much. With each push, I tongued a little more of his creampie out of her and swallowed. In a weird way I felt like I was reclaiming her back to being my girlfriend. I had swallowed Shaun’s cum before so I was familiar w the taste, but mixed w Jenn’s fluids, it was like I could feel their sexual energy slide down my throat.
Eventually Shaun came back in while I was eating Jenn out and snickered and said that was what he liked to see. After I cleaned 90% of him out of her, she went to the bathroom. Shaun instantly acted like my friend again. It was as if we were equals again, but I couldn’t pretend to be truly equal to him. I wasn’t mad at him, after all I and Jenn agreed, but he was now my alpha, my bull, both Jenn and I recognized that I’m forever his cuck and can never be truly equal to him. All over a simple bet.
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