Taboo Strapon Stories

9,681 results
Orientation
Length
Source
Infinite Scroll

Night at Amber's Ch. 03

by simple_jack on Sep 14, 2017
Anal

The Finale The bedroom lights were dimmed when the three submissives entered. Their mistress, Amber, was lying on the bed completely nude, drinking a glass of wine. Seeing her slaves, Amber stood and fastened her pride and joy, a 14-inch strapon, to her slim hips. She motioned for the three to kneel in child's pose on the bed with their hands behind their b...

Diary of a Contracted Slave

by gynarchite on May 21, 2019
Sci-Fi & Fantasy

Day 1 I reported to the enslavement centre today, and signed up for a year wearing the collar. I'm allowed to keep this diary but my contract says it's private, so that way no one else ever gets to see it, not even my future owner. My implant computer lets me write it how I like -- subvocally or on a virtual keyboard, and then it gets stored in encrypted me...

Feminine Fate Fulfilled Ch. 03

by mattpantyhose on Jul 13, 2020
Transgender & Crossdressers

The following day was the last day off we all had, tomorrow we would all have to go back to school or college, or work in Max's case. And speaking of Max, this seemed to be the best opportunity to ask him, to ask THEM, about.... well, a blowjob. Sarah and Eric were still here and I was not exactly sure whether I wanted them to hear it. It was one thing to be...

My Girlfriend's Sex Slave Ch. 02

by subboy4821 on Sep 11, 2017
Transsexuals & Crossdressers

"Don't look at me like you're surprised, I know how much of a cock whore you are," she says. "Why don't you get over here and suck my strapon you skanky little bitch." I refuse, knowing there was no way I was going to give her a blow job. However, she comes over and grabs me firmly by the hair and yanks me over. "On your knees bitch!" She forces me down to m...

A Strapon Tale Pt. 01

by damn_thats_me on Mar 2, 2020
Fetish

All the events in this story really happened, only the names have been changed. Warning: contains themes of pegging, femdom, leather & latex and chastity play. Alex (29) and I (36) had been seeing each other for about a year now. During our first date I immediately sensed that she had kinky potential. There was simply something about her looks and attitud...

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...

Dr. Chloe Burrell, Sex Researcher

by escriterra on Sep 26, 2017
Fetish

Chloe Burrell, Ph.D., was acutely aware of the irony of her situation. At 34, single (divorced after two years of marriage to the guy she'd lived with for three years before that), and attractive enough to be dating frequently, she was without a boyfriend, dateless for six weeks running, AND she was a "sex researcher" at a large Midwestern university. How u...

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...