Virgin Ass Stories

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Bored Teen and a Loser

by notsogood on Dec 30, 2017
First Time

I'm a socially awkward, anxious loner (involuntarily celibate), so any type of attention confuses me, to put it mildly. Despite being a loner, though, I get the urge to talk to women occasionally. Having no social skills, inexplicable awkwardness makes every single interaction ridiculous and embarrassing. With recent urges, I was just trying to ask some rand...

Daddy Jack Pt. 02

by RoryOmore on Dec 17, 2018
Transgender & Crossdressers

"Oh my God, look at you, Jack," Melanie declared as soon as I let her through the door. My first thought was that my boner was sticking out the flap of my boxers. The sudden interruption had reduced it to a semi, but it could easily be drooping out. I tugged on the T-shirt I'd hastily pulled on, but it didn't reach very far past my waist. "Hi, Melanie," I...

Break-In Bang

by Goldeniangel on Sep 25, 2017
Group Sex

Author's note: this story was written at the request of a reader; there is a theme of almost non-consent, but mostly just enjoyment of a surprising fantasy fulfilled. I hope you enjoy. ------------------------------ Teresa was sitting at home alone, reading yet another dirty book about a horny house wife who was being gang-banged at a party... for some rea...

When in Rome

by pleasurerome on Sep 17, 2017
Mature

Manuel lived in an old part of town. Narrow cobblestone streets with squares and shops all around. There was one square near his house that he frequented. There were always plenty of people around and he enjoyed the entertainment of people watching. One lady in particularly caught his attention. Tall and blond this lady appeared to be around forty-five. Sh...

Look...Then Touch

by TheMav1eric2 on Sep 14, 2017
Loving Wives

This is my first attempt at writing...ever...anywhere. It has some truth to it but mostly from my own fantasies. Please go easy on me, I am a virgin writer and am very fragile...enjoy. Let me first start off by saying that my wife Tina is absolutely gorgeous. She is part black and part asian and stands at 5'5" with jet black hair and big brown eyes. She is...

The Test

by fearlessandnaked on Sep 1, 2017
Group Sex

The music was pumping and the club was steamy from the press of over 700 undulating bodies. Even though I was wearing only a matching cropped tank and front zip mini skirt with spiked boots I was glazed with a sheen of sweat. It didn't help that the outfit was all red latex, it looks and feels fabulous but doesn't breathe well...especially in a crowded club....

That's What Friends Are For

by tsipper on Sep 16, 2017
Transsexuals & Crossdressers

I had been at my job for about a month. The job had forced me to move to a new state. The only people I had met were my fellow workers. I had ventured into the normal places that a single male would go to meet people...clubs, but had met no one. One day Bob, who had the cubbyhole next to mine, asked if I wanted to come over for dinner with him and his wife...

The Joys Of Middle-Management

by Leezy on Sep 16, 2017
Anal

I am the manager of the accounting department at a small manufacturing company. We have between 35 and 40 employees, but only three in my department. When my administrative assistant of many years retired, we began interviews for her replacement. I was hoping for someone more pleasnt to look at all day than the elderly lady that retired. She had always done...

Exploration Ch. 01

by LadyKaay on Sep 17, 2017
BDSM

Alice sprawled out on the couch and pulled her long, dark brown curly hair out of the pony tail that it had been in all day. She shook it out and ran her fingers through it to allow it to flow freely over her shoulders. Alice's long legs rest over her boyfriend, Erik. He ran his hands up her thighs, over her stomach and around her huge, soft breasts. "Alic...

Becca's Revenge Pt. 04

by Baby1993 on Sep 10, 2018
Group Sex

"What the fuck was that about? You're fucking nerds now? Have you ran through everyone else at school? You fucking slut." Reading this text from Jason made me wet because in a couple of ways he was right. I had just about had sex with everyone at school and I was definitely a slut. And in 2 weeks this slut was going to be at the senior camping trip at camp M...