Shy Wife Roleplay Stories

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Midsummer Legacy - Roleplay

by MrIllusion on Dec 12, 2018
Anal

Note: This story is a sequel to the Midsummer and Midwinter story series. More precisely, it's a bonus story for my followers who have read those two series a while ago. It can also be read as a stand-alone, with a few paragraphs explaining some of the background. Edited by: Pope1944. Thanks! *** Well, it looked like three months wasn't enough time for m...

The Roleplayers

by Dingus Guy on Sep 25, 2017
Fetish

The chat room was entitled, "Lesbian, Bi-sexual First Encounters". Searching for a chat partner, julie4u2000 looked through the profiles. There were some men in the room of course trying to find a woman who was not there for the roleplay as advertised in the description. The description simply stated, "curious women wanting to discover another side of themse...

Erotic Larping

by SylvanusSilvertung on Sep 14, 2020
Sci-Fi & Fantasy

Mia stepped out of her car, and popped the trunk. She pulled out her duffel bag and backpack and then closed and locked it, then looked around her. Distantly she saw a few other groups forming, and hoisting her bag she made her way towards the nearest. She knew that these were her people because a woman was dressed in a full medieval skirt with a wide brimm...

Roleplaying Done Right

by picasso007 on Dec 3, 2019
Loving Wives

"It's time! You set the DVD, I will pour the wine", Julia told Michael. Michael opened the pack of adult DVDs he bought while coming from the office. He put the first one in the player and sat on the couch. Julia joined him with two glasses of red wines. Roleplaying the stories of soft-core pornographic movies has been a daily thing for them from last 2 week...

Alternating Wife

by gene.sis on Sep 26, 2017
MILF

Jack awakes in the deep of the night. He feels the soft breasts of his wife pressed against his back, and her dainty hands, fondly stroking his flaccid cock. As the man moans softly, she starts gently nibbling his neck. "Darling...," Jack croaks dozily. "Ssshhh...," his wife silences him and slowly kisses and licks down his spine. Reachin...

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The Divorcee and the Law Firm Ch. 01

by SpartanWitherby on Sep 12, 2017
Erotic Couplings

The elevator doors opened, and Gloria stepped onto the polished wooden floor. She rarely had occasion to visit the executive offices at the law firm where she worked, but she had gotten an email from Mr. Lembach himself saying he needed her help with the Fleming account. There was no need to ask which Fleming account. James Fleming was a highly successful E...

At the Supermarket

by sirhugs on Sep 16, 2017
Romance

I first saw her in the produce section at the market. Too old to be a girl, too young to be a woman, she stood a full six feet tall, with long black hair, vivid red lips like the raspberries in her basket, firm round breasts like the fresh peaches she was squeezing, a rear shaped perfect as a pear. She was wearing a black raincoat tied loosely over a blue tu...

Black Femdom, Cindy Story

by Dunn81 on Sep 14, 2017
Fetish

My name was Cindy, I'm a petite white blond girl really shy and submissive out and in the bed. I knew i was Lesbian since I was 12 years old and now I was 21 years old and I moved to Philly. I loved the city and it was great to have school there even if I had no friends or family there. I had a long relationship before moving to Philadelphia, we had to split...

Moon Rise Ch. 04

by Tempest_Wolfsong on Jun 5, 2019
Novels and Novellas

"Slumming it?" I turned around and tried to school my features. I probably should have been spending my time trying to track down where those photos had come from, or perhaps trying to get an audience with Arachne. But honestly, for my own sanity, I needed to be among friends, away from it all. Sadly, the vaguely taunting voice wasn't someone I considered am...

Cheating Young Girlfriend

by cuckedbymygirlfriend on Apr 14, 2020
Interracial Love

Ever since we met in college, I was wary of what other people would say about my girlfriend. As a nineteen-year-old sophomore, Annabelle was the girl that seemed innocent until you got to know her. I had known her since late freshman year of high school and had watched her blossom from awkward young petite blonde with absolutely no sexual experience to extre...