Strapon Boy Stories

106,036 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2024 SmutMD.com

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...

The Court: Last Resort Ch. 03

by Lottiessub on Sep 16, 2017
Fetish

Once Lottie and Ms. Fury were done with their delightful torture of me, which was more like them wrenching their pleasure from me than pure torture, they released me from the stocks. I was given 10 minutes to use the bathroom and get ready for the next trial. Lottie stood in the bathroom with Her foot tapping as i used the toilet, then ran through a quick sh...

A Slave-taking Trip to Planet Earth

by gynarchite on Jan 7, 2018
Novels and Novellas

The Galactic Gynarchy: A Slave-taking Trip to Planet Earth [set in a different universe from the Gynarchic Alliance stories] The family of three alien women sat on the bridge of their small spaceship and pondered what they wanted out of the Earth males they would kidnap and enslave. The ship was nearing the end of its month-long journey to Earth, and the w...

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...

Dominant Black Tales and Submissive Ch. 01

by AfroerotiK on Sep 13, 2017
BDSM

Did she have a hidden agenda? Was her desire to dominate white men driven by some racial hatred or need to seek revenge for her enslaved ancestors? By all outward appearances, that would appear to be the case. Mistress Desire was far more complex than superficial appearances would allow. Black, strong, confident, and proud, there was no mistaking that the Do...

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...

Becoming Her Whore

by HerLittlePiggy on Sep 12, 2017
BDSM

"I know," my wife Casey said softly as her hands caressed my naked body beneath the covers of our king sized bed. "You know what?" I asked. I didn't know what game we were playing but I was ready to fuck. "I know what you look at on the computer and what you fantasize about," she answered softly. Her hand had found my hard cock and she squeezed it tight...

My Journey to Submission Pt. 08

by davetoyboy on Sep 19, 2017
BDSM

This is the eight part of my journey to submission. I suggest you read the previous parts to understand the people and how we got to this part of my journey). ***** The past few weeks with Karen's mom were wonderful. We fell into a comfortable and cozy pattern with my complete submission to her. I went over to her home several times each week. My submissio...

Discovering Amber Ch. 08

by Ms_Allison on Apr 23, 2019
Transgender & Crossdressers

Mistress notes: After 8 or so months of going to the club twice a month amber became a welcome regular and a great dancer. Actually, she danced better in 5" heels than in men's dress shoes, which I obviously teased her about often. I also made sure to keep her embracing her comfort level with being groped while dancing. Her dance partners soon learned her li...

Simply a Slut

by MrDeviant on Sep 14, 2017
Erotic Couplings

I'd always wondered why certain women became groupies though I suppose I should have known all along. After all the first part of the word "groupie" is group--as in group sex. My best friend was a groupie for the Boston Red Sox, and, after meeting them, I can see why. Those guys really know how to handle a thick piece of wood--and I don't mean just the one t...