Strapon Threesome Stories

20,187 results
Orientation
Length
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Infinite Scroll

A Wedding Night Pegging

by pwlrstr on Sep 12, 2017
Fetish

"It would be more of a big deal if it was the first time," Jon had said, instantly regretting that it sounded a bit negative, when his fiancée Naomi had asked if he was looking forward to their wedding night. "I mean, I don't really believe in saving yourself for marriage or any of that crap. I think it's definitely been a good idea to have lots of sex first...

All Black Men Love Strapons

by Samuelx on Dec 12, 2018
BDSM

My name is Elisabeth MacLeod and I'm a sex therapist. I don't look like it, though. I'm a six-foot-six, bodacious dame with long blonde hair, pale green eyes and alabaster skin. Yeah, I'm a tall woman. One of the tallest in the Boston Area. And I am proud of it too. Just call me the Scottish Giantess. People come to me to help them solve their problems. Espe...

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...

Sissyhood of Travelling Panties Ch. 01

by daddyslittlebitch on Sep 14, 2017
Transsexuals & Crossdressers

Chapter 1: Alex A pair of red satin panties lay on the bed. They were boyshort style with little red lace bows above the crotch. Very sexy and very slutty. Helen ran her fingers along the soft, smooth material. She was dressed in a black lace garter belt holding up thigh high stockings, her large, round breasts, still firm at the age of 45, stood out naked...

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...

Mike Meets Jenna and Her Strapon

by Boxlicker101 on Sep 14, 2017
Toys & Masturbation

One Friday afternoon, Mike Harris was about to leave the school when he was stopped by Monica, accompanied by another young woman. "Hi, Mike. I hope you didn't have any other plans for tonight because you have a date with us." "Us?" "Yeah, me and Jenna here." Monica's companion, even though she was smiling, was thin and unattractive. "Glad to meet you Mik...

Surprise for My Pet

by looking4it on Sep 16, 2017
BDSM

Long distance relationships can be hell. They take patience, understanding and dedication. Ours was pretty special. We've had our share of ups and downs but it seemed like now we had things under control. Besides, we were getting to the point that the distance wouldn't be an issue soon. One of the ways we were able to smooth out the difficulties were the mon...

Roll With It Again

by bobocity on Sep 13, 2017
Group Sex

It wasn't in the plan. Donna and I had never actually thought about a real-life threesome using our strap-on. We talked about it lots, especially when we were in the middle of a fuck. It turned us both on. Our dirty talk focused on Donna's friend Heather, who was safely a continent away and whose previous play with us hadn't involved the strap-on. That c...

Batman: The Masturbation Menace

by KarennaC on Sep 14, 2017
Celebrities & Fan Fiction

The Bat Signal lit the sky over Gotham City. On a hill just outside the city limits, Batman said, "Quickly, Boytoy Wonder. To the Batmobile. We have to get to police headquarters." Dildo the Boytoy Wonder wiped his mouth and stood. "What's going on?" Batman sighed. Why hadn't the sidekick temp agency sent him someone with brains to fill in while Robin was...

Sailing Away Ch. 18

by Jasmyn_White on May 12, 2020
Fetish

Chapter 18 It's hard to tell day and night when your quarters are below decks. The advantage is you can sleep in the dark as long as you like without disturbance. Point is, I fell asleep hard when we got back to the boat. We pulled away from the dock, and with the diesels turning, I have no idea what time it is, nor how long I've been out. It's a low rumbl...