Accidental Cuckold

[joeweenie]

This happened MANY years ago, when I was attending a large university. I was about 22 at the time. I was seeing a girl, Cassie. It wasn’t really boyfriend/girlfriend, more hanging out, partying and having sex together. She was a few years older than me, not too tall, a bit on the larger size with BIG tits. We both worked together at a restaurant. She was also a LOT more experienced than me sexually, and more kinky in bed than anyone I had been with in my vanilla sex life before. Like sucking my dick on her knees, and telling me to slap her ass. Or when I was fucking her in missionary position, she would put her finger in a pot of lube she had at the side of the bed, then try to finger my ass! At first I resisted, thinking it was “gay” but then let her do it some.

I also worked with a black guy, Kevin. Also a few years older than me. He was married to white blonde girl at the time. We were pretty good friends at work, goofed around, worked together etc.

One night after work, Cassie, Kevin and I were at the bar. We all had a few drinks. Cassie was kind of ******* and being playful. She started whispering in my ear that she wanted to go back to her place with Kevin and me, and have a threesome! I initially resisted; we had never discussed anything like this. And I was embarrassed to share my girl. She kept on and on and on; finally I agreed. So we left the bar in my car to drive back to her place.

Once we got there, it didn’t take long to get down to business. Next thing I know both Kevin and I were taking our clothes off. And then it happened! My first cock comparison, and it was shocking for me at the time. My penis was still soft, maybe 3” or so. His was semi-erect and had to be around 8” and THICK. The size difference was absolutely incredible. As you see with IR comparison pix on this site.
Kevin looked at me and just smiled.

We all went over to the bed. Cassie was naked besides some kind of camisole. We fooled around a bit. The plan was for us to DP her. I layed on by back, she was going to ride me, and Kevin was going to fuck her asshole. Seemed like a good plan, but my penis didn’t get hard at all! I guess I had stage fright, or intimidated. In any case couldn’t get it up. Kevin started fucking her anyway. She had me move up a bit and sucked my dick, trying to get it hard, but no dice. Pretty embarrassing for me!

I finally got out of the bed and watched them fuck for a while. Standing there naked with a limp dick. I can’t remember how many times he fucked and came in her, he went on for a while. Finally he finished, and after a bit he went into the kitchen to get something to eat/*******.

At that time, I got in bed with Cassie, and was able to get an erection. I started fucking her sloppy seconds. Her pussy felt loose and sloppy lol. Then Kevin came back in the room and watched me fuck, and it didn’t take long for me to cum. We all then hung out in bed, and finally went home, by that time, early in the morning.

A few days later at work, Kevin made some reference to having a limp dick; I kind of took it in stride.

And after that, when Cassie would take my dick out, she would refer to it as “little guy”.

At that time, I didn’t know what cuckolding even was. But now that memory turns me on.

 

[joeweenie]

Any comments or questions?

 

[janeros87]

Any comments or questions?

Real or fiction?

 

[joeweenie]

Real or fiction?

Real

 

[Wifewatcherxxx]

I don't think your thread title reflects reality.

There was nothing accidental in there! If your cock is three inches when flaccid, it hardly gets to an average 6 when erect.

Chubby bitches like Cassie are hard to get satisfied with such a cock unless, you have an impressive girth. It's safe to assume that your "basic" cock was the main reason she was into hard spanking, to get an extra stimuli out of pain and fire up her dopamine receptors towards an orgasm. It's almost certain that Cassie's prime intention was to fuck Kevin's big dick. Period. The fact she suggested a threesome was her way to allure you in to this, being aware that a small calibre guy would be intimidated with the direct comparison against a black man.

Now I'm not necessarily saying that Cassie wanted to humiliate you, but I believe she subconsciously enjoyed your temporary ED, and the fact you got to watch her fucking him again and again inside her own house!

On the other hand, I don't think that you're accidentally cuckolded either. Having the confidence to share your girl with a black guy that you work with, who's likely far more bigger than you, means either you were secretly wishing this to happen or you're just utterly naive. Moreover, when your plan is to DP her which by default is hard, uncomfortable and it can never work with such a cock size difference.

 

[joeweenie]

You may be correct in what you're implying. This plan was all hatched at last minute, was never any discussion before it.
At that time, I was fairly naive sexually, so didn't realize all of that. I'm sure she enjoyed the entire scenario.

 

[geoffrey1963]

I had something similar happen, and until reading Wifewatcherxxx's comments it never occurred to me that my first cuckold episode wasn't an "accident" either. My buddy Craig had invited me to his co-worker's Bachelor party. Cards, drinking, and some porn vids. No strippers.
Craig and my wife Jen had dated before Jen and I got together. I had shared some pix of Jen with him before, and had brought some new poses along to show him, discreetly. But he passed them around to some of his co-workers! They didn't know she was my wife, and I admit I enjoyed overhearing their comments about her.
When the party wound down, Craig dropped me off at my house. I invited him in for a minute, and we discovered Jen asleep on the couch with the TV on, wearing just a baby-doll nightie. She claimed later she guessed I'd be horny after the Bachelor party and would want to fool around. She was embarrassed to have Craig see her in her nightie, but didn't make much of an effort to cover up either. We tried to coax her into a 3-some, and to my surprise, she eventually agreed!
They headed to our bedroom while I went to close the doors to our ******* bedrooms. When I got to our bedroom, Craig and Jen were already in bed, and he had his cock in her!! They were fucking missionary style, which really left me kind of without a spot to join in, so I watched him fucking her very aggressively. My own cock was smaller than his, and I felt it starting to get limp, so I had to jerk off to keep myself erect. It suddenly occurred to me that perhaps Jen hadn't inserted her diaphragm before sex! I slipped out to our bathroom and sure enough, it was still in it's case!
OMG! Craig was barebacking my wife! I grabbed the case and headed back into the bedroom, all the while wondering how to interrupt their fucking long enough for her to put it in, but I was too late! She was making those sounds I recognized as her cumming, and he was really slamming his cock into her. I heard him grunting and realized his balls were emptying up inside Jen's unprotected cunt!! FUKKKK! My cock lost it, and I felt my own small load spurting out on our bedroom carpet!!
I knew I was done for awhile, but he wasn't. He kept his cock inside her, and within 2 minutes was fucking her AGAIN! She had a second orgasm, which had never happened with me, and he put a second load of seed up her twat.
By now I was hard again, and took my turn. She was verrrry sloppy inside, and I didn't get much friction, but it didn't matter. I thurst away for maybe a minute before I dribbled some sperm into her already well-fucked pussy. As it was late now, Jen offered to let Craig sleep on our couch in the living room!
Later that nite, around 4 a.m., I woke and realized Jen wasn't in bed. I snuck out of our room and down the hall toward the living room. It was dark, but I could hear the sounds of them fucking.... again! In the morning she made him breakfast before he FINALLY left.
After that they continued to "get together" once a week, at his house since we had young ******* around. Whenever thye were done fucking and she was on her way home, Craig would phone to describe their sex sessions in detail while I jerked off. Jen and I still had sex, but in my mind I was sure she was comparing my cock to his....