Straight Virgin Loses a bet and his Anal Virginity_(3)

I’ve finally decided to share my life changing first sexual experience with another man. I don’t consider myself to be a great writer by any means, and honestly this is probably going to be the longest thing I’ve ever written by far. I changed the names of all people involved for obvious reasons, but otherwise its completely true. I’m sure people will say “bullshit”, and honestly looking back on it I can’t believe it myself. To this day I get hard every time I think about it. But it happened. So here it goes….

This tale takes place about 13 years ago when I was in school. At this age I was fairly awkward and unaware of how attractive I was. Years of a passion for rock climbing and puberty had recently changed my body from that of dorky awkward boy to that of a fairly attractive teen. Spending 3-4 days a week at the local indoor rock climbing gym along with normal PE activities and running and lifting had given me a very Lynn strong body. I had a toned 6-pack, VERY large and toned forearms for my size (135 lbs) along with a strong back and a decent tan that I got from doing yardwork shirtless for spending money. I was also fairly hairless, except my pubes which I had just started shaving because I preferred the feel of bare skin while masturbating my ignorantly large 8-inch cock. Which I did constantly.

Ever since I was young I always had an uncommonly high sex drive. So much so that I was caught masturbating in class more then once. This is one of those things that led to my misconception of how attractive I was. Getting caught playing with myself in class had turned me into a social outcast throughout most of my school experience, and in my head no one that’s that socially shunned could be a cool hot guy. Along with a misconception of my attractiveness, I was also misled about the size of my cock. This was because with the exception of the cocks I’d seen in porn magazines, the only cock I had seen before was the occasional glimpse at my brothers when we both had to pee at the same time. As a result, I had no idea what a normal size cock looked like, and since I didn’t have high self-esteem I assumed I must be on the smaller side of average. I was soon to learn that wasn’t so.

I haven’t finished this section of the story yet, honestly it’s a boring part of the story that only really sets up the continuity. Eventually I will and I’ll post the revised version. Until then though the next paragraph cuts to a party that I ended up at by accident with 8 people from my high school. Bibi, my ex-girlfriend who was openly gay. Lyn, the Czechoslovakian foreign exchange student that was rumored to be bisexual and have a “European attitude towards sex.” Missy, my friend from elementary school who Bibi dated for years before she dated me. This mixed with the fact that Missy had a thing for me made her have a lot of animosity for me. Kat, a very hippie friend of mine who smoked a LOT of weed and would get insatiably horny when she did. Sadly, she wasn’t attractive to me, but I did like how intelligent she was. Mathew, a quiet timid blonde boy from my school. I had recently learned that he was gay, in the closet, and apparently attracted to me. Ty, a fashionable tall black gay guy from my school. I didn’t know him well, but like Mathew apparently he was ALSO attracted to me. Ty, Micah’s current boy toy who I knew nothing about other than he was timid, curly haired, blonde, and skinny. And last but not least, Micah. The most openly gay teen from my high school. He had short brunette hair, a skinny fit body, and was VERY opinionated.