There was this girl I met my junior year in college that I wanted to fuck so bad. She was a short and curvy Latina with a super cute face. I’m tall (about 6’3) and was on the wrestling team, so I always kept myself in great shape, and every time I saw her, all I could think about was picking her up and bouncing her thick body up and down on my rock-hard cock. I’ve always been confident and outgoing, so I started talking to her. Things went really well, and she even seemed to be kind of into me.

One day, I decided to ask her out, only to be met with bad news: she was already seeing someone. We remained friendly with each other, and a month or so later, she came up to me and told me that she and her boyfriend wanted to try something. She asked if I would be down for a threesome and said it might include ‘a little gay stuff.’ I was apprehensive at first, but she was so fucking hot I couldn’t help but say yes.

I met her at her place that Friday. She offered me a drink and I said yes, and the two of us began talking until her boyfriend showed up. When I first saw him, I thought it was a rib. I did my best to hide my smirk as I introduced myself to him. He was skinny and short, only a little taller than she was. We drank and talked a bit more, and the whole time I was sitting there, I thought, ‘Why the fuck would a guy like that ever risk his girlfriend with someone like me?’

We got more and more drunk, and eventually, I started feeling her up. She had one condition: she wanted us to keep our pants on for now. Her boyfriend seemed to be prepared for this. Still, I was slightly caught off guard and just went, “Uh— OK.”

I’ll spare you guys the straight sex details, but it was a lot of groping and kissing, and I did my best to ignore him and have as much of her to myself as possible. She seemed to be impressed with my body and really liked my arms and chest. After a little bit, she stopped us and told us that if we were going to fuck her together, we needed to get to know each other a little bit more. She then said that she wanted to see one of us fuck each other in the ass.

The entire suggestion completely took me aback, and I almost walked out on the spot. My drunk and horny mind thought about it for a little bit. I remembered hearing stories about how sometimes girls would want to see their guy get fucked in the ass. Still, then after seeing it, they thought of him as less masculine and weren’t as into him anymore.

“How would we even decide who takes who?” I asked, still having not made up my mind.

She looked at her boyfriend and smiled, “Easy, whoever has the smallest dick gets railed.”

I remember feeling my heart racing and not being able to tell if it was nervousness, arousal, or both. Now the thing about me is I don’t have a ton of reference for dick size. I had never seen another guy’s cock in person, and I had thought porn was for people who couldn’t get laid, so I didn’t watch it. I was tall, muscular, and a relatively high-level wrestler, I thought I was a stud, so I naturally assumed my cock was pretty awesome.

No woman I’d ever been with had complained, after all. I ended up agreeing, and both me and her boyfriend turned around and dropped our pants, covering our cocks with our hands. She counted to three, and we turned around and exposed ourselves to her, and both she and her boyfriend were absolutely stunned. It was almost as if time had stopped. They both had awkward looks on their faces like they didn’t know what to do.

They exchanged glances with each other for a moment as I stood there, feeling an unusual lack of confidence. I kept looking at her boyfriend’s cock. I knew what they were thinking, and I didn’t want to accept it. I could swear as I was standing there, it didn’t look bigger than mine.

But then suddenly, the girlfriend pointed to me and said, “Alright, I guess you’re taking it,” in a flat, almost disappointed tone.

Immediately, I tried to protest. I insisted that my cock only looked smaller because I was so much bigger and more muscular, but side-by-side, mine would surely be bigger. We stood hip-to-hip and rested our cocks on our palms, he was still bigger, not by much, but it was inarguably larger than mine.

I then said that I wasn’t completely hard yet. She looked doubtful but let us both stroke for a few seconds. No changes. I stood there, completely flustered and embarrassed, until she finally said, “Are you gonna take my boyfriend’s dick or not? Don’t be a bitch,”

At that point, I was fully prepared to leave. ‘Fuck this,’ I thought, but for some reason I couldn’t bring myself to go. Not only did I start to feel curious, but I started to even feel a little aroused at the thought. I took a deep breath and bent over the bed. His girlfriend lubed us both up, and he made his way inside my ass.

At first, it didn’t feel very pleasant; I thought I had to use the bathroom, but after a little bit, it started to feel nice—not just nice—but fantastic. I had never felt anything like this before. I started breathing heavily. Every breath I took, an aroused moan. He started slowly at first, treating me gently, and began ramping it up. My feelings of arousal were dashed with complete abject humiliation. As much as I was enjoying it, I couldn’t believe it was happening to me.

I thought I was a stud, an alpha. I thought I was twice the man this little dork was, yet here I was, taking his cock up my ass while his hot girlfriend laughed at me, and it was all because my member, my manhood, wasn’t good enough. I realized that I was a member of the small dick club. At some point, the embarrassment and the arousal became the same, and I was enjoying the humiliation as much as I was enjoying his cock up my ass.

My legs started to tremble, and I began to feel like I was losing control of my body. We hadn’t even been going for that long, but it was too much for me. The most intense load of my life shot right out of my hard little dick, and I collapsed on the bed. He was still going, however, and as I lay there breathing heavily, I got hit by post-nut clarity—hard. Every time his pelvis bumped my ass cheeks, it was a reminder that a guy I could have folded in half without a second thought was using the muscular body I was so proud of as a glorified fleshlight.

I wasn’t even getting pleasure out of it anymore. I was done—finished—my dick was spent and shriveled up. I was nothing more than a big dumb lug lying in his jizz while he bounced up and down some nerd’s cock. He eventually finished in my ass, and I’d never felt more emasculated. We cleaned up, and they let me stay the night. By morning, there was a bit of an awkward vibe, so I just left.

*****

That night stayed with me for a while, though, and after working up the courage to ask her what she thought and if she’d like to do it again, she gave me an unenthusiastic, “Oh yeah, we’ll see. I don’t think it ended up being good for him.”

A little later on I found out one of my buddies on the wrestling team had hooked up with them as well. Stupidly assuming he had the same experience as me, I went, “Ah, so they got you too?”

He asked what I meant by ‘got him,’ and I responded by asking him if she had her boyfriend fuck him in the ass. He looked surprised, said no, and asked if that happened to me. I stammered for a bit, wanting to say no, but I could tell my reaction had already exposed me. I also remember feeling slightly turned on by the embarrassment of my time with them and sheepishly said yes.

“Wait,” he said. “So your dick was smaller than his?”

I don’t remember exactly what I said in response, but I do remember the next day, I went to the girl to find out what was going on. She was evasive and didn’t want to talk about it, but I wasn’t afraid of confrontation and pressed the issue. Annoyed with me, she eventually told me that her boyfriend is into SPH (small penis humiliation), and since his penis is pretty small (Bronze Member), they do that assuming he’ll end up the one getting fucked in the ass by a large cock. She said that they didn’t expect my dick to be that small (Silver Member) and were surprised but went through with it anyway to try it out.

I’d never felt like a bigger idiot in my entire life, but once again, I couldn’t help but feel aroused as she told me off about how small my dick was. She walked off in a huff, and I stood there stunned. If this were a Looney Tunes cartoon, I would have looked into the camera and started strumming my lips while donkey noise played in the background. I felt so stupid but also kind of horny.

I later went back to my wrestling buddy, and we talked a bit more. I ended up finding out he was bisexual. I told him about how I kind of liked getting fucked in the ass and made fun of for my small dick, and we ended up fooling around with each other a few times. We only ever did anal, with him fucking me.

I never ended up having relations with another guy again (I haven’t really been motivated to pursue it). Still, some girlfriends have pegged me since then, and it definitely awakened something in me.

 

The End.

 

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