Strapon Stories

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A Dickgirl's Birthday Present

by sajukno on Sep 19, 2017
Transsexuals & Crossdressers

"Happy birthday, Ann!" Charlene presented her long-time girlfriend, Ann, with a beautifully wrapped present. The two had been together since they were both freshmen in college. Ann was drawn to Charlene's beautiful smile and her wit. At first, Charlene hadn't been very receptive of Ann's overtures, but after a spontaneous drunken fling, Charlene had fallen...

Women Enjoying Naked Men Ch. 03

by escriterra on Sep 13, 2017
Fetish

The muscles in her hips she had pressed into use as she fucked fantasy-Darrian the night before were actually sore the next morning as Taryn went through her gym routine. It was a delicious soreness. She looked forward to exercising those muscles so they wouldn't be sore. Taryn was ready. She just couldn't find a guy to peg. So it was good ol' dependab...

Jeff Explores His Fantasies Pt. 04

by majorpayne_1342 on Apr 13, 2020
Transgender & Crossdressers

For most of my life, I was always the shy kid. I barely had any friends. So experiencing everything I had this past week filled the void I had inside. I spent most of my birthdays alone and hardly received any gifts. This year, however, was going to be different. I never expected to receive the gifts I was given that year. First, taking things further with R...

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...

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...

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...