Virgin Loser Stories

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Orientation
Length
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Infinite Scroll

Guess What?

by Ashson on Sep 14, 2017
First Time

Jenny was practically dancing as she headed out for her rendezvous with Angelo. She'd thought long and hard about her decision and she thought the time was right. She was of age and she loved Angelo, so why shouldn't she show him how much? Their relationship had progressed from casual, to not so casual. With the not so casual had come the kissing and the p...

Climactic Day for a Virgin Guy

by Egmont Grigor on Sep 1, 2017
Humor & Satire

Sloan Peabody – known by the guys as Peewee despite nudging six-foot – sighed as night fell knowing he was in for another depressing lonely night. Guys called Peewee rarely ran with the pack and with a name like Sloan Peabody he knew no babes intimately. In his late twentieth year, Sloan remained a virgin. His mother knew it but wouldn't go beyond a hand-jo...

The Big Bootied Latina and her Gigolo Ch. 02

by Ashesh9 on Feb 13, 2018
BDSM

Cont. of Latina Big Bootied Amazon and a toned, chiseled, muscular Aryan Adonis eyeing each other hotly and then disaster strikes in the form of Her Highness La Comtesse Matilda??! With purposeful steps the Comtesse walked up to the hapless Stripper and smacked a possessive palm onto his right buttcheek with such force that the frequently Femdommed Boy yelp...

Tempting Ashly

by FallenSaint on Jul 5, 2012
Erotic Couplings

As the plane landed, Ashley couldn't help but think how she had gotten herself into this. It wasn't that she didn't like her cousin Tiffany, but she didn't like being sent away. She had been dating the school bad-boy for almost two years now and she had grown to love him deeply. But that didn't stop him from hurting her over and over. She wanted to save hers...

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Trevor's Ruby Ch. 01

by SEVERUSMAX on Sep 17, 2017
Non-Erotic

Trevor Burbage had arrived in the country from New Zealand just six weeks ago, and found himself a nice apartment, as we call it here in the States. He hoped that his stay in the U.S. would be permanent, in fact, but he naturally worried about whether or not he would get to keep his green card. How many New Zealanders got to stay in America? In any case, h...

Trailer Park Sex Addict Ch. 03

by DickThePimp on Jul 16, 2019
Celebrities & Fan Fiction

PART 3 IN MY SERIES ABOUT TRAILER PARK SEX ADDICTION... THIS ONE IS INTERRACIAL... BRING ON THE SWEET BLACK TRAILER PARK PUSSY... "UHHHHHHHHHHHHHHHH... OH MY FUCKING GOD!! YES BABYYYYYYYYYY!! GIVE MAMA THAT SWEET WHITE DICK!! MMMMMMM... HMMMMMMMMMM!!" My mama Oprah (Oprah Winfrey) is enjoyin my big ass white fuck stick in her sweet mama black pussy. We're h...

I'm An Adult Now: Ocean City

by astuffedshirt_perv on Sep 13, 2017
First Time

Jenny and I have been friends since we were little. We spent a lot of time together doing all the normal girl things. We liked the same music, movies, food, and fashion. I considered myself pretty, with black hair and decent boobs. I ran on a regular basis, so I was in good shape. Jenny was also pretty, pale with blond hair, although she was somewhat lacking...

Sun Has Mojo

by ZeypherValkyrie on Sep 13, 2017
First Time

Sun Lee was an American born Japanese young woman and proud of it. Her gorgeous long black hair hung out and flowed freely over her thin shoulders. One of the most popular and sought after senior girls, she liked teasing guys as they stared at her luscious long silky legs. Her Caucasian side gave her a shapely round ass and a fairly busty chest so at age 18,...

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...

The Elevator

by ickric on Sep 17, 2017
Loving Wives

Jenny had decided to spend her Saturday in the shopping mall enjoying a little bit of retail therapy. After all, she deserved it. Her useless husband was a waste of space and her part time job was bringing in more income than he did full time. It was only fair that she was able to spend some of it on her. She'd placed most of her shopping in a locker of the...