Role Playing Stories

150,026 results
Orientation
Length
Source
Infinite Scroll

A Job in the Theatre Ch. 01

by BothWorld on Sep 13, 2017
Transsexuals & Crossdressers

Chapter 1 - The Beginning Just one more drink and then it would be time to go. Things were pretty dead in the pub anyway. Good thing, Paul thought, as he had an audition in the morning that he really needed to win. He watched the two women at the bar, both pretty decent looking; receive drink after drink by doing nothing more than just sitting there. Every...

Susan's Saturday Night Sex Ch. 07

by SusanJillParker on Sep 26, 2017
Mature

There are no characters under the age of 18 in this story. All characters portrayed are over the age of 21. * All about sex. Susan's Saturday night 4F ritual of finding, feeling, fucking, and forgetting about men gets her through her week. Another Saturday night with another young, handsome man picked up at the bar, Susan was intent on satisfying her wee...

The Meeting

by janeallen on Sep 17, 2017
BDSM

Mary barely slept the night before. All night long she tossed and turned in nervous anticipation of what the new day was going to bring. She tried her best to sleep, hoping to turn her anxiety into sweet, sexy dreams of what was to come. Unfortunately, no dreams came. When six o'clock finally rolled around Mary decided that enough was enough and that six was...

Race Play Ch. 04

by Samuelx on Sep 16, 2017
Group Sex

My name is Patrick O'Shea and I'm a tall, red-haired and gray-eyed Irishman living in the city of Brockton, Massachusetts. I'm an accountant and I'm happily married to a tall, blonde-haired and green-eyed, deliciously curvy and big-bottomed Irishwoman named Leila Barnes O'Shea. She's a schoolteacher. My wife and I are swingers and we're very much into race p...

Sissy Chantel, New Reality Ch. 05

by Sissy_Chantel on Sep 15, 2017
Transsexuals & Crossdressers

Chapter Five: Oh, Oh, My Surprise. "Ohh, Ahhh...Wha...what." I say as I wake up and am lost with where I am and what is going on. "What the... What the Hell? Where am I and what is this? Huh, what the Hell? Why am I chained and padlocked around my waist?" I'm groggy and very confused as I look at the room, dimly lit with a single hanging light bulb, I'm on...

Shared: Gloyhole Games

by andoverblonde on Sep 12, 2017
Loving Wives

This was unexpected. Maybe I should've seen this coming. We have been spicing our sex lives up considerably, and have been role-playing progressively more. The joy, and the renewed appreciation for each other, convinced us that we were doing the right thing. Indeed, the reason that I am in this room -- in this position -- is because of our joint appreciati...

Naked Goddess on Stage Pt. 02

by MFFM on Feb 3, 2020
Exhibitionist & Voyeur

A couple of days after the performance I attended, the school's weekly paper featured an interview with the unnamed woman playing "The Naked Goddess of Peace and Reconciliation". No photos, no name, and very limited references to her background. Just a lot of questions and answers about her performance and how she felt about it. At the time of the interview,...

My First MFM

by stlimanika on Sep 25, 2017
Loving Wives

I answered the on-line ad and was surprised to have gotten a response. Carl replied back stating that they had received quite a few replies and that he was trying to weed out the fakes. My situation matched their criteria, which was within the right age, recently separated, d&d free and in good shape. The ad stated that Kim and Carl were both married, in the...

Can a Woman Be a Man On-Screen?

by DeniseNoe on Sep 16, 2017
Reviews & Essays

Cinematic female-to-male impersonations have usually been meant to fool the characters on-screen but not the audience, which is typically in on the ruse. Critics have often raised the question of whether a woman can play a mature man with enough conviction to deceive the other characters (except in farce). Indeed, girls and women have more often been deploye...

My Wife and a Buddy (For Real)

by Jroc6920 on Sep 12, 2017
Loving Wives

My girlfriend (who is now my wife) and I began talking about involving others in our sex life fairly early on in our relationship. We did include a couple of females in threesomes and enjoyed it. I then began to read stories about wife sharing and it really sounded hot to me. Not sure exactly why. Maybe the "wrongness" of it, or seeing her being naughty or s...