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My first time getting Cucked, (My 21st Birthday)
01/11/2023
(All names were changed because I'm not a doxxer)

There is a Tl;DR at the bottom

PREAMBLE:
My first true cuckold experience was probably one of the worst experiences of my life. It was my birthday and I was 21, and I had way to much to drink. I had been dating Tiffany since we were in high school.

I loved Tiffany with every inch of my heart. She was my Moon and Sun. She was blonde haired, blue eyed, skinny, and I'd guess a B-Cup. She gave me 3 hand-jobs over the course of about 6 years, but she very much established with me that she was waiting for marriage to have sex. I was (and still am) 5'9 160lbs, with a small dick.

There was a brief period in which we broke up, roughly 6 months, because she got spit-roasted by some dudes at a party and the videos went locally viral.

I don't know how much dick she got during our separation period, but I can say for sure say I got 0 pussy, because she told anyone and everyone in town I have a 2 inch dick.(which tbf is true when it's soft, it's almost 5 when it's hard.)

My best friend Caleb, was a ladies man. He was charming, 6'4, notoriously had a big dick, and was generally a cool dude. I wasn't even mad that he fucked both my sisters. Yeah dude fucked my big sister 2 weeks before he fucked my little sister.

Another crucial piece of information is that I hate conflict of any kind. I still don't prefer conflict, but I was truly afraid of conflict back in the day. A bully could have stolen my car keys without a threat, if Caleb wasn't there to protect me. I'd have been a prison-bitch within 5 minuets.


THE THING THAT HAPPENED:

It was my birthday party and I got WAY to drunk. I don't remember much of the party, but I knew it was a good time. I don't even remember going to bed that night.

I woke up to the sounds of a girl moaning. I was drunk, but not drunk enough to not hear it. I opened my eyes and saw Tiffany getting railed against the dresser next to my bed.

I watched in silence while Caleb was fucking her like his life depended on it. I tried to sober up and make sense, as he rammed his cock in her over and over. Without warning he slammed her on the bed next to me.

He pumped 3 or 4 times before Tiffany stopped him and said "What if he wakes up?", to which Caleb responded "If that faggot wakes up, I'll beat his fucking ass to death with my dick".

I was petrified. I pretended to be asleep. I tried so hard not to cry as I felt the bed shake back and forth. I heard Tiffany orgasm for the first time.

I wanted to die but was to much of a pussy to pull the trigger. I just laid there for what seemed like hours, while the woman I'd bought an engagement ring for got fucked like a whore by my best friend basically on top of me.

The shaking finally stopped, and I thought he was finished. I heard my bedroom door open and close, and heavy stomps go down the the hall. I thought the nightmare was over.

A few minutes after he finished with Tiffany, he had a great idea. Caleb thought it'd be funny to rub his nut sack on my face. My potential bestman tea-bagged me for a photo-op, and Tiffany couldn't wait to snap a pic.

All the while I was pretending to be asleep. When they finally left, I cried a jacked off soft dick the rest of the night that I remember.

Honestly, not my worst birthday and I dated Tiffany for 2 more years before she left me. I was still a virgin when she left me.

I moved on but that's another story involving Caleb.


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