Sissy Roommate Stories

20,331 results
Orientation
Length
Source
Infinite Scroll

The Camp - Vanessa

by IntrospectiveWanderer on Sep 25, 2017
Exhibitionist & Voyeur

"Okay, does anyone have anything else?" Nancy asked as she looked around the conference table. Troy raised his hand, "I do have one thing," he said. All eyes turned to Troy. They had gone around the table and given updates on sales closed, in progress, new listings. Troy usually didn't have much to contribute to the weekly staff meetings. "I've upgraded t...

Vixxen Ch. 03: Life as a Stripper

by VixxTheLover on Sep 14, 2017
Exhibitionist & Voyeur

The following story is fictional and involves rough sex, and interracial content some might object to. This story takes a bit to get to the sex, but this is about a girl and her life, AND her sexual adventures. So I hope you enjoy it, if not skip ahead a bit :) If you do not enjoy erotic stories involving sexual material I suggest you move on. Choices Neve...

Kitty & Teddy, LLC Ch. 05

by pocketrocket on Sep 12, 2017
Novels and Novellas

Interlude: 25th Anniversary Cindy: "Looking back from 25 years, it seems obvious that an informal family came together that week. Well, partly formal, since Dad did propose to and marry Mom. But, many of the people that came and went through my childhood, first met that week. After all, I do call Francine Martel, star of stage and screen, Aunt Frannie. Jas...

Chastened, FL Ch. 03

by Grouchojim on Oct 12, 2017
Fetish

Chastened, Florida By Paris Waterman Chapter 3 Another in the series revolving around a theatrical ensemble located in the fictitious town of Chastened, Florida. One can start at any point in the series as it does not strive for continuity. There will be plenty of sex amid the various relationships, which I hope will hold your interest. Happy Reading. PW...

Pleasure Island Ch. 02

by jayjayk on Oct 13, 2017
Group Sex

The creators and core group of Pleasure Island meet and start building their lifelong relationship. Please note: All characters in this story are over 18 years of age and all sex between the characters are carried out in a safe and consensual manner. Chapter Two Angelique - October 2005 Evelyn Simon burst into Stephen's office late on a Thursday afte...

Living Life to the Maxx Pt. 01

by fatdaddio on May 15, 2018
Loving Wives

Don't even ask how my wife Maxx and I ended up together, much less, married. I mean, I know the basics. We met, started dating, fell in love, blah, blah, blah. But from the standpoint of, what did she see in me. When you see an average guy with a gorgeous wife, you can tell that he married up. Well, that's me. Married up by about 2 levels or so. I'm okay adm...

Tease Me

by adeleknight on Mar 7, 2018
Novels and Novellas

If you have read my short story titled "The Bet" then you know Avril and Luke. This is how they met. *** Synopsis: Avril Miller doesn't date. She is content to spend Friday nights reading medical journals and planning her future as a Pediatrician. But when her best friend drags her to a local bar, a pair of seductive green eyes ignite a sudden fire in Av...

Husbands, Wives and Intimate Friend

by Itascan on Mar 27, 2018
Erotic Couplings

They met in a graduate school dorm, where Bill was studying for an M. A. in English, and Ingmar was pursuing a Ph.D. in English. Appropriately, the Masters students lived on the second floor, and the PhD. students occupied the third, the top floor. Presumably, the mere undergraduates had the first floor. Bill was 22 and had come from northern Minnesota. Ingm...

Sex Club for Nerds and Geeks Ch. 17

by Peterspeter on Sep 25, 2017
Erotic Couplings

It was probably fifteen minutes later when I woke. She was still in the crook of my arm, snoring softly. It had been her first time, a choice she'd made even as she pined for the boy-next-door back in Arkansas who had no clue how she felt about him. Now she was here, in a summer academic program more than a thousand miles away, trying to balance that yearni...

The Cherry Poppers Ch. 28

by BlewWater69 on Sep 18, 2017
First Time

Chapter 28 -- The contest finally ends -- Part 1 Author's note -- Thanks for reading The Cherry Poppers story and being patient as I finished the book. I tried hard to get the end to you quickly. Part 2 is done as well and will be posted right after this. I appreciate all the kind words about this story. I hope you all enjoyed it as much as I did writing i...