Role Playing Stories

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Role Playing

by Bravesfan101 on Aug 18, 2017
Fetish

This is a fantasy. ***** Chapter 1 You enter your room, your hair wrapped in a towel and towel around your body. I peer out from the closet. You are perfect in every way. You remove the towel from your hair and shake your hair free. You drop the towel from your body. My breathing quickens. It is very tempting to creep from my hiding place now, but I like...

Role Playing

by midnightfalcon on Sep 3, 2017
Erotic Couplings

I had been called to meet my boss for a business conference in Scottsdale and had quickly packed and made my way to the airport. The plane had leveled off and now there was just the constant drone of the engines and the air blowing down from the overhead vent. I leaned back and closed my eyes. It was at times like this that I liked to reminisce. My life had...

Role Playing with the EX

by MyWildWife on Sep 13, 2017
Loving Wives

This is a tame but true story about my ex-wife. I was my wife's first real boyfriend. We met when she was 17 and I was 18. To the best of my knowledge, I was her first and her only one until after we split up. At the time of this story my ex was 26 or 27, 5'3" 120 lbs., auburn hair and big brown eyes. To picture my wife, think Jennifer Jason Leigh from "Fast...

Role Playing - The Seductress Boss

by tulsaliza on Sep 12, 2017
BDSM

enjoyed playing the role of the stern Woman Boss to the lowly employee, willing to do ANYTHING to keep his job. To set the scene: Ms. Linden (that would be "me!") requested that Tom come by her house late this afternoon to discuss some problems at the office...i.e. to terminate him from employment. I dressed ready to head out on the town to a nice dinner wi...

Role Playing is Such "Hard" Work

by statestreet on Sep 13, 2017
Erotic Couplings

My partner and I often enhance sex through role-playing. Sometimes one of us has a fantasy that just has to be satisfied and other times we'll kind of fall into a "game" and see where it leads. Both of us enjoy acting out our roles, especially when they are opposite to our normal personalities. I am a senior executive for a large candy company. Last week we...

Role Playing with Michelle Ch. 01

by gunhilltrain on Apr 11, 2018
Erotic Couplings

[This story takes place in the some fictional universe as my previous story A College Tryst.] Prologue – Michelle There were thousands of students at the City College of New York, tens of thousands in the City University system as a whole. For the fall semester of 1974 there was one of this multitude named Michelle, a graduate of Bayside High School in Que...

Role Playing with Michelle Ch. 02

by gunhilltrain on Apr 24, 2018
Erotic Couplings

[This is a continuation of the "job interview" role-play game with the two City College of New York students described in Chapter 1. The time period is September / October 1975. Just to be clear, the narrator had overlapping relationships with the two girls mentioned in the story, Michelle and Andrea.] ***** Prologue: A Midweek Date with Michelle I did ha...

Role Playing with Michelle Ch. 04

by gunhilltrain on Oct 15, 2018
Erotic Couplings

The stories in this series were written at least a year ago before I knew about Literotica. The previous one (chapter 3) is posted here. If the object of the New York authorities were to increase prostitution and depravity, they could not better accomplish it than by their present policy towards the unfortunate class that everybody endeavors to ignore, but...

Role Playing With Kirsten

by Just Plain Bob on Dec 24, 2019
Loving Wives

A story by Just Plain Bob I suppose you could say that I was na‹ve and maybe even that I should have seen it coming, but I didn't. It just happened. I thought that I was strengthening my marriage when actually what I was doing was weakening the fabric that would eventually let it disintegrate. +++++++++++++++++++++++++++++++++++++++ It started innocently...

Guide For a New Role-Player

by lipsofanangel on Sep 12, 2017
How To

Role-playing via the Internet is everyone's biggest fantasy come to live. It is a nearly endless playground. You can find someone willing to be anyone you can possibly imagine in the online world, and you can find partners literally from all over the globe. That be said, there are some worries about this kind of play. People of all ages enjoy the anonymity a...