It's a nice friday night and I'm on my way to a college house party, excited to enjoy the music and dancing, but above all determined to try and get together with my crush, Alex.
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I had very little romantic experience, only having 2 girlfriends before and only having sex once before, mostly due to my insecurities with my small dick, with it barely reaching 5 inches rock hard and standing at almost 3 inches when soft.
All that still hung over my head of course, but I was completely in love with Alex and hopeful that we could have something truly beautiful. She was the girl of my dreams: flowing brown hair just about shoulder length, a perfect thick body with an amazing ass that completed her 5'4" figure, incredible brown eyes you could just get lost in and divine DD tits that were the most wonderful pair I had ever seen.
I arrived to the place and to my delight saw Alex, dressed superbly, hanging out with her friends. One other thing I saw however was my old high school bully, Matt, a brash dude who had a way of dominating everybody around him.
Matt's presence was already annoying to me, as he had always been superior to me in every way. He was much more well liked in social settings, much more confident and funny than me, had an incredible athletic build, and was 6'4", which made my 5'8" height seem tiny in comparison.
All that being considered, I was still set on being my best self in front of Alex, so I could not let Matt's presence shake me.
I start making usual conversation with any pals I see around as I am working up the courage of talking to Alex, but just as I start feeling confident enough to approach her, I see her talking and laughing along with Matt. I feel crushed, but quickly decide I can't let him win. Not this time, not with her.
I wait for someone to distract him from her and swoop in, awkardly reminding her that I exist, doing my best to seem cool and hot. Surpsingly, she seems happy to be talking to me, and does something completely unexpected.
"See you around", she tells me, as she gives me a kiss on the cheek and goes away to answer a phone call. I was in heaven! I felt like I had done it. It was only a matter of time until I could confess my love and finally have my happy ending. It all seemed perfect, but before I could even finish the thought, I saw Matt going after her and felt that this was not over that easy.
A few hours passed, and in that time not only was everyone starting to get tipsy but me and Matt were oficially both competing for Alex, to the point where all three of us ended up in a room together, us two guys trying to one up each other in her eyes. The conversation was going into a prety sexual direction, and eventually Alex dropped a bombshell on me and Matt:
"Have you guys ever had a threesome?", she giggles as she asks.
"Yeah, I did", Matt says confidently. I stay silent, hoping she glosses over my silence but also afraid to lie as to not be caught.
"I loove threesomes!", says Alex, becoming increasingly seductive with every passing second.
"You guys are both so cute. Let's do it now! I'm so horny, it'll be amazing!", Alex said, leaving me in disbelief. I never expected my first sexual or romantic interaction with her would be with my bully in the room, let alone with him actively participating, but I wasn't about to pass up this kind of opportunity so I agreed to it. Matt also was up for it, although his confidence made sure to intimate me.
The three of us started slowly undressing as we took turns kissing Alex and feeling her up. Me and Matt still had our pants on when she got fully naked and I couldn't believe it. She was even more perfect than I ever imagined. I watched in disbelief as Alex went down on her knees and slowly but surely started to simultaneously take of me and Matt's pants. As this was happening, I saw him smirking, and for the brief moment right before I would see it I hoped Matt's dick would be average and that my insecurities would prove to be only imagination.
The moment passed, and to my horror, every insecurity I ever had about dick size became justified. My dick was rock hard, barely reaching the 5 inch mark, while Matt proudly stood next to me with an imposing girthy dick that looked to be about twice the size of mine.
As she saw this, Alex audibly gasped and her eyes lit up while staring at Matt's cock.
"Holy shit, that's amazing!" she said, seeming to barely believe her luck.
"Before we start, can I, like, measure it? I think I have a ruler in my bag from class!", she asked Matt in amazement.
"Sure baby, I won't deny you the bragging rights.", he said as smugly as he could.
Seeing this whole interaction, even with Alex's perfect tits in full view and the excitement of being so close to having sex with her, my dick slowly but surely started to shrink from the intimidation. I did my best to subtly jerk off so as to not completely lose my erection, but my efforts were in vain, and as Alex returned with the ruler and started measuring Matt, I was basically limp, only having 3 soft inches to show.
"Are you kidding?! I've never seen so big.", Alex said in excitement. I half-heartedly looked at the ruler sitting next to his cock: 9.5 inches of girthy cock.
"You should also measure him" Matt said. "You know, shouldn't feel left out", he added while smirking in my direction.
Matt pointing it out felt like the first time Alex actually noticed my dick since becoming completely entranced by Matt's huge memeber. Him subtly making pointing out my humiliation in such a direct way only helped me shrink up even more, and it was to late to fix anything. Alex's eyes were firmly on my biggest insecurity and her ruler was heading my way.
"Oh my god!" she said as she was trying to hold back laughter. The ruler read 2.5 inches. 2.5 soft inches were all I had to offer the girl of my dreams, all the while my bully was right next to us showcasing his hard and impressive cock that was literally over 3 times the size of mine.
As Matt and Alex slowly started taking their attention from my pathetic little dick, she threw away her ruler and craweled over to Matt, starting to pasionately suck his perfect cock with a hunger I had never seen before in any porn film. I kept standing next to them, hoping to get hard again, trying to get her to also engage with me, but to no avail.
I watched as Matt over the course of only about a minute made Alex his, touching her face and pulling her hair as she choked on his cock like it was going out of style.
"Dude, I have a feeling she doesn't want you", Matt said to me in a cocky way. "No hard feelings, but you should step back. You can still watch if you like. Is that ok baby?", he asked Alex, who nodded with an evil smile on her face.
I was completely defeated, but I just couldn't leave, so I sat down, limp dick in hand and started jerking off with two fingers to the love of my life sucking my bully's huge cock. I felt like I was going to cum before they even properly started fucking, and I barely managed to hold out.
She kept worshipping him for what felt like forever, then proceeded to ride him like a pro. I think she came twice just in the first 10 minutes of riding.
They kept kissing sensually and he got to feel all of her body as I stood there watching, seeing how dick size got him everything I ever wanted.
He went on to dick her down in missionarry and make her scream like I thought only paid actresses could.
In the end, as a final fuck you, Matt put her in doggystyle facing me.
"Look into his eyes babe.", he told her as he started accelerating his thrusts.
"Tell him what you think of my dick", he continued ordering her.
"It's the best I've ever had!", Alex moaned as he kept going faster. Through all this she never once disobeyed him and broke eye contact with me.
"How does his dick compare to mine Alex? Tell him how you feel baby.", he asked as he stopped the backshots and just waited for my ultimate humiliation with an evil grin.
"I'm sorry dude, I just can't see you as a man knowing you're carrying that thing. Even before it died it looked fucking pathetic! Next to a real man like Matt, you're just a loser." she told me, staring me in the eyes. I was holding back tears but still stroking my limp dick to her amazing tits as they both started getting ready to climax.
Matt started plowing her with an intensity I could never dream of and each time he slapped her ass she moaned louder and louder untill she had one last explosive orgasm. He pulled out and made her worship his cock once again, which she happily did.
"Good job for not cumming mate! You made it to the end champ." , Matt said laughing as Alex deepthroated his whole cock.
My humiliation ended as I finally allowed myself to cum, my limp 2.5 inch failure dripping out cum as I squirmed, jerking it to the image of her serving him.
Matt had an explosive orgasm down her throat, making Alex swallow every drop of his alpha semen.
The two of them told me I should leave now, they wanted some time alone. I obeyed like a true loser and went outside to contemplate what had just happened.
Years of telling myself my dick was good enough were thrown out the window in one night. I left, for the first time in my life understanding just how unfortunate I had been with my dick size.
I found out that night what it meant to be a man, and just how far from that I am. Since then every time I ever looked at a girl with any romantic thought I remembered that a time will come when she will remove my pants, and she will want a Matt, not a 5 inch dissapointment.
Any girl would choose him over me, just like Alex did. So I just hope going forward the alphas of the world will have the kindness Matt showed and let me watch.
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