Strapon Wife Stories

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Orientation
Length
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Infinite Scroll

Caught and Used Ch. 02

by rayd9 on Sep 18, 2017
Transsexuals & Crossdressers

In my last story, I was discovered by wife's friends, Mandy and Michael. If you didn't catch the last adventure; they caught me dressed up in my wife's lingerie, fucking myself with a dildo. Mandy took advantage of this opportunity, and catered to Jim's fantasy while her husband Michael watched. It is now the next day; Sunday. My wife and I are sleeping in...

Pegging Tales: Justin's First Time

by hfernandez1983 on Sep 13, 2017
Illustrated

*-*-* Pegging has been a topic that I have wanted to write about for a very long time. In my personal life, I have yet to do it. It has long been a fantasy that I felt has been left unfulfilled for a while. I have read a lot of stories on the topic and have loved most of what has been published on Literotica. So I thought it was time maybe I write a story o...

Pimpin' the Women of WWE Ch. 03

by DickThePimp on Nov 5, 2018
Celebrities & Fan Fiction

THIS IS A SLEAZY ASS PIMP FUCK PARODY... IT AIN'T REAL Stars Of This Story : Nia Jax Sunny Sable Stephanie McMahon (My Wife) Alia Janine (My Girlfriend) Beverly Hills Hotel... Beverly Hills, CA. "Good Nia... great pose... kiss at the camera sweetie." "Make sure you get every angle Spence. Nia looks beautiful... I wanna capture her beauty from every...

Wife's fed up

by mesmer on Oct 2, 2016
Fetish

"I'm sorry baby. I don't know why this keeps happening." you say to your wife, who is lying almost naked in front of you. Her silk camisole is pulled up around her waist, her glistening pussy awaiting your cock, which at the moment is hanging limp between your legs. When she sees she's not going to get any action from that, she begins to rub her cl...

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The Girl with Something Extra

by watchdwag on Sep 19, 2017
Transsexuals & Crossdressers

My sincere appreciation to Vickie Tern, a master at the craft, who collaborated on this story... * Looking back, I have a hard time believing what recently happened to me. I'm just your average 39 year old man with a wife and two kids. I met Allison, by way of mutual friends, fourteen years ago and we've been together ever since. We've never been much for...

The Descent Ch. 03

by WRJames on Sep 14, 2017
Novels and Novellas

With Monday morning came a sobering realization. He had betrayed his marriage vows. He had done so, gleefully, at the first real hint of temptation that he had ever encountered. He had leapt at the opportunity -- worse still, he was actively plotting how to continue that betrayal. He had deceived his wife, he had not confessed, he had no intention of confess...

Jenn's New Job Ch. 06

by marquisdeslut on Sep 14, 2017
Group Sex

A few days later, like Jenn had asked, I took the afternoon off work and met her on the street outside of our apartment building. She walked us a few blocks away, along an unusual route. Jenn stopped in front of a large house. "Here." "Here what?" "The house. The solution to all our problems. I bought this house!" "That's great! But I don't follow." "I'm...

A Couple's Cuckold Fantasy Pt. 02

by flash321 on Sep 19, 2017
Fetish

After their first encounter Danielle teased John mercilessly about how horny she was and how if she still had the key to his chastity device she wouldn't be able to resist sucking him until he came in her mouth or fucking him until he ran out of come. She decided to wear her sexiest thongs under her work clothes and changing immediately when she got home int...

Joel Gets Caught by His Wife Ch. 02

by Downforeverything on Sep 18, 2017
Transsexuals & Crossdressers

This is the second fictional story written for a fan about their sex life. If anyone else has a story they'd like written for them about fact or fictional events feel free to message me. As always please leave comments or constructive criticism so I can make your pleasure better! * The next few days went by without much happening. Joel was a bit ill at ea...

Just Another Fantasy Story Of Mine

by SoNaughty on Mar 17, 2020
Erotic Couplings

I made a date with a guy from Heated Affairs and I had told him I wanted to fulfil my fantasy of having a man wear a strapon on to fuck me! He wanted to help me fulfil my fantasy. So we went to adult store and bought a strapon and came back to his place. We walked into the door and I turned toward him and leaned toward him. He leaned down and started french...