Shy Wife Roleplay Stories

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Infinite Scroll

Diary of a Sex Therapist

by JennyWrites4Fun on Sep 12, 2017
Erotic Couplings

People laugh when I tell them what I do for a living. They think I'm joking but when the laughter fades, the blushing begins and the questions start. You see, I am a trained, degreed, and licensed Sexual Therapist. I studied long and hard to learn why the body works as it does (or as it is in most cases, why it doesn't). I've viewed countless porn films, st...

Sleazy Times and Sluts

by DickThePimp on Dec 9, 2019
Celebrities & Fan Fiction

Ahhhhhhhh. Nothing like a mid day piss. Especially in the fancy ass lobby of your office/apartment building. Right there in my favorite chair. Piss flying on the fucking floor. I own the building, so no pain in the ass bitching about it. I love pissing in front of people. All over people too. I get off on it. They do too. Most of em do. The others... fuck em...

QueSeráSerá Ch. 02: It's Not Cheating If

by VBBeringer on Aug 7, 2019
Loving Wives

What have I done? Octavia sat at her desk obsessing about the confusing, erotic sex she'd had with her husband the night before. She'd orgasmed multiple times imaging her ex, Liam, fucking her as her husband did, but then, when she climaxed again, she'd screamed out Liam's name in front of her husband, and to her surprise, it'd made him erupt with cum. Ne...

Sounds Good Ch. 06: The Restaurant

by plushpeach on Feb 12, 2019
Mature

NOTE: This is Part 6 in a series, and while it is not necessary to read the preceding parts, it will definitely make more sense if you do! Either way, please enjoy this story. Diane is certainly having her fun with Peter, and I hope you all like this change of scenery. Thank you for the comments and feedback, they're all so helpful! If you have any suggestio...

A Day in the Lifestyle: Cock Cage

by secondsamuel on Dec 3, 2019
Fetish

Author's Note: My wife and I have been together for nearly ten years. In that time, we have been heavily involved in the local BDSM/Kink/Swinging scene, usually labeled ubiquitously as the lifestyle. I am incredibly fortunate to have such an open-minded and sexually adventurous partner. With her permission, this series shares and amalgamates some of our mo...

The Rise of a Nyphomaniac

by minterlint1 on Nov 12, 2019
Group Sex

Society is full of women who happily live their lives fulfilling the roles that have been set forth for them: mother, co-worker, boss, friend. You pass by them on the street and they seem completely normal; in fact, you probably don't give them a second look. They're the rule-followers, conformers, keepers of the status quo. Without them, and their male coun...

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Your Hot Co-worker

by olly on Feb 22, 2020
Erotic Couplings

You found Samantha Palmer attractive from the moment she first walked into your office to apply for the Social Media Manager at Google, but your obsession with her grew over time. She came into the interview as a woman who knows she's attractive - wearing a skirt long enough to not be slutty, but short enough to show off her fine pale white legs. You like hi...

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Mary Enjoys Cyber Sex

by Mysteria27 on Mar 7, 2018
Toys & Masturbation

Mary Nasi was a high-powered executive in a top marketing firm. She was in the top of her game until Michael Brown joined the company and basically stole her job. He got accepted into the boy's club and several months later Mary was out the door. They gave her a nice severance package and was sent on her way. Now Mary, had always had a nanny who cared for...

A Bit of Roleplay

by GreenDemonGurlie on Aug 18, 2017
Fetish

We have decided to do things a little differently tonight and are going to try out "role-playing". As I dress myself in a very short, red plaid skirt and white button up blouse, I go over the initial plan of our encounter in my head. I pull my hair up into two pigtails on either side of my head. I let my bangs fall forward and they lay just over my eyes. I p...

Powerless

by siscuc on Sep 16, 2017
Transsexuals & Crossdressers

I was alone in the house, Tina was at work. It was 4 in the afternoon and i was looking over some pictures when the phone rang. It was Tina, "Hi Sweetheart" i said. The tone of her voice was harsh "Start getting ready, tonight you will be my sissy, you can choose to wear any of my clothes except the ones in the top drawer, I'll be wearing them." That was all...