Role Play Stories

168,392 results
Orientation
Length
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Infinite Scroll

Christina's Contradictions Ch. 05

by Joe A Verage on Sep 17, 2017
Loving Wives

My wife, Christina, like many women, doesn't like to verbalize a lot about sex. Role-play is different. She hadn't mentioned her young colleague, Rick, for several weeks after graphically revealing her most intimate thoughts concerning him in an X-rated role-play. I'd tried to draw Christina into talking about him, or including him in another role-play afte...

Surreptitious Love Ch. 58

by BenGarland on Sep 28, 2020
Erotic Couplings

Chapter 58 -- Tina is back in Town Tina was back in town for a few weeks, she had told me. I hadn't heard from her for quite some time, but she promised to explain to me why once we met for coffee. She also indicated that she was keen on another role-play but admitted that she didn't really have a titillating idea of what we could do. Which was alright, as...

Getting into Character

by AgentArsenicThorium on Oct 30, 2018
Celebrities & Fan Fiction

This is all fictional and hope you enjoy Characters: Natalie Dormer and Emilia Clarke XXXXXXXXXXXXXXXXXXXXX Natalie woke up to the ringing of her phone and she wonder what time it was and who was calling. "Who the fucking hell is calling at six in the morning." she said to herself as she answered her phone. It was her agent giving her good news that she g...

An Unexpected Surprise

by victorious on Sep 17, 2017
BDSM

My lovely Asian Wife is always concerned that I am able to cum when we make love. She feels that when we engage in fantasy role play this will help me to cum much better, longer and stronger than if she performs oral sex with me. Also, as part of the fantasy role play, she likes it when I tie her up, completely restrain her, and include sensory deprivation a...

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...

Kissing Mum's Friend Goodnight Ch. 05

by nortythorts on May 15, 2018
Mature

Please note: This chapter isn't intended to be a realistic scenario, but a description of role play, with some suspension of realism! All characters are over the age of 18 Thanks for the feedback and encouragement to continue with this series! __________ He was on tenterhooks as his bedroom door swung open and his mother's friend stood in the open doorw...

My First Acting Role

by chrisberg on Sep 12, 2017
Exhibitionist & Voyeur

I am a 24 year old actor, well trying to break into acting. I have been on a thousand auditions and finally got a part in the play "Take Me Out". This play is about a gay baseball player coming out. I play a baseball player on his team - not a big role but I am in 8 scenes with 7 lines. It's not much but it's something. I found out one of the locker room sce...

How to Roleplay Online

by PrincessErin on Sep 14, 2017
How To

The idea of typing out your every move during a sexual encounter might sound tedious and boring to some, but the age of technology has created an intense and intriguing opportunity for many -- cybersex. I would argue that there is a difference between cybersex and roleplaying. The former is simply two individuals typing out how they would engage in sexual i...

A Story of a Forced Circumcision

by ucsjm38 on Sep 2, 2017
Erotic Horror

This story is solely fictional and based only upon one of my erotic forced circumcision fantasies. In all of my years growing up intact in the cut happy USA I have remained intact until a recent misfortune happened to me. I was fortunate to be left intact while growing up in the cut happy USA. I have enjoyed all forms of masturbation with my foreskin even u...

Confessions of a Cuckold Ch. 01

by UpstaterNY on Sep 12, 2017
Loving Wives

I am a cuckold. Which means that my wife freely engages in sexual activity with other men, while I'm not allowed to have any kind of sexual relationship outside of our marriage. Oddly enough it was my sexual desires that got the ball rolling so to speak. While we were dating I was always trying to get her to dominate me sexually. It started when I saw a cop...