Virgin Loser Stories

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Worst "Brother" Ever Ch. 01

by J902213 on Jul 3, 2018
Fetish

It's about 6 pm and I'm waiting for my 18 year old 'brother' at the fucking Airport. His flight arrived 2 hours ago and I'm the last guy waiting at the gate. I knew this shit would happen. Finally, I see captain douchebag walk out of the bathroom with some 28 year old blonde smacking her on the ass, and kissing her goodbye. "Hey, shorty!" He yelled, Gotta...

A Study Session Gone Wrong Ch. 01

by author522 on Sep 16, 2017
Fetish

I was 18 and in my senior year at high school. I was not popular, but not as unpopular as the nerds. However, I was smart, with a GPA of 4.5, and I was one of the heads of the school band. I was not jacked, but I had average muscles and stood at 6'0. Like many high school experiences, my high school had that one dream girl that girls wanted to be and guys...

A Review of "Being Ron Jeremy"

by Decayed Angel on Sep 16, 2017
Reviews & Essays

"Being Ron Jeremy" written by Brian Berke and Rich Willams and directed by Brian Berke is a short (38 minutes) comedy parodying the widely successful "Being John Malkovich." While the film spoofs Ron Jeremy and the porn industry in general, Jeremy played along, starring in the film along with a number of current female porn stars. Much like Malkovich in his...

A Prostitute Enters The Room

by disturbingjulia on Aug 18, 2017
Fetish

I walked into the bedroom, and you were just sitting there jacking off. I don't even know why I'm wasting my time with you since you're cock is so small, I mean it was ridiculously small, I've seen bigger on dogs. and I bet you can't even get it up for me, since you're not even a man at all. just this fat ass loser. god, and you tried to come over to me and...

Unconventional Methods

by Abeja on Sep 17, 2017
BDSM

As a psychiatrist I, on occasion, do pro bono work as a psychotherapist – primarily for couples counselling for research purposes. Recently I've been employing some unconventional methods and getting some very good results. In doing some research on human behaviour, I was surfing the net when I came across a website that had videos of women wrestling in a ca...

How Eating Pussy Saved My Life

by SlutProblems on Dec 3, 2019
Mature

I was a late bloomer, more obsessed with video games than women. Sure, I jacked off like any other guy but I wasn't really good at talking to girls and so high school came and went uneventfully. I was still a virgin as I entered college and I didn't really like it, I just didn't see any way out of it. Women weren't exactly lining up to try and fuck me. In fa...

Unfair Initiation

by IttyBittyOne45 on Mar 28, 2018
Fetish

Life isn't fair. It's a simple concept and one that everyone has heard at some point in their life. Some people seem to have it all and others are left with practically nothing. Growing up in Los Angeles made that painfully obvious for Jake. Most of his classmates looked like they belonged on one of those high school dramas from TV filled with actor/models....

Emma's Revenge

by Lostghalo on Mar 6, 2021
Amateur

Emma locker her bedroom door. She could feel the tears running down her cheeks already. She slowly sank to the floor of her dim lit room; one hand still on the knob. Sob after sob escaped past the hand she pressed over her mouth. Even now, at the rock bottom of her humiliation, Emma couldn't risk letting her family know how she felt. This had been the worst...

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Rest Area: Nikki

by oldtruckdriver on May 11, 2020
Erotic Couplings

Rest Area: Nicki My god it's really snowing hard I thought. I had pulled into the rest area about 3 hours before and crawled into my nice warm bunk. It was about 11pm now and it looked like about 6 inches had fallen. No sense setting my alarm clock, I wasn't going to be going anywhere until the road crews got things cleaned up in the morning. I was just ab...

Virgin Ch. 01

by SissyKirsty on Sep 13, 2017
Transsexuals & Crossdressers

Turning twenty-one next week and still a virgin, is it really that sad? Not a kiss-less virgin at least, but I'm not sure if a drunken kiss with some random girl a few years ago at a random party goaded on by the crowd counts. Almost everyone kissed everyone that night, most more than once, but just the once for me. She was really short and average looking.....