Gay Crossdressing Bondage Stories

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Nephew's Readjustment Pt. 18

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments, ideas and feedback are welcomed and sought after! Last part. ***** Cynthia took her nephew out again the next day under the pretense of it...

A Real Bathhouse Slut is Made

by Danmo1 on Sep 16, 2017
Gay Male

This true account of the activities of a mature 50'ish guy continues from my first time at a bathhouse entitled The Making of a Real Bathhouse Slut. As I drove home from the bathhouse the first week I had a hundred different things going through my head, one of which was guilt. I quickly realized that after years of no sex with my wife there was really noth...

Kindness of Strangers Ch. 03

by bjmichaels on Sep 14, 2017
Gay Male

By the time I reached the outskirts of Houston, the adrenaline-rush I was feeling was counter-balanced by the rush-hour traffic I was stuck in. Stop-and-go traffic---I wanted to scream! And then the rain started... OH MY GOD---WHAT IS THIS---A MONSOON?? The rain was so heavy, it was difficult seeing the brake lights of the car ahead of me. My nerves were f...

The Hapless Detective

by idsweaterguy on Sep 16, 2017
Gay Male

Chapter 1: I parked my car four houses down from the house the man I was following had parked in front. I watched the middle-aged man who was about six-two and wearing a brown fleece jacket, jeans and a brown baseball cap get out of his car, throw a backpack over his shoulder and walk up to the front door of the non-descript but rather large house in a newe...

My Name is Dave Ch. 01

by davas on Sep 16, 2017
Gay Male

Hi. I'm Dave and this is my story. Let me tell you a little about myself. I am six foot even, 155 pounds with shortish blonde hair, and blue eyes. I am thin, but with strong legs and ass. I have light body hair, a fair complexion, but I can hold a tan. I think I've got a nice body; I'd fuck me if I had the chance. I am twenty-four years old, two years out o...

Pretty Boy

by today_i_am26 on Jul 13, 2020
Gay Male

"Aren't you a pretty boy?" He said with a leering grin. I was on my second day of my new job and I had been tasked to drive the van to an industrial estate in the rougher end of town to collect some items and drop them off to the customer. I had walked through into the warehouse where I was confronted by a man in his late 40's with a strong accent, tattoos,...

The Hanky Code Pt. 02

by His_fag_wife on Sep 14, 2017
Gay Male

The Hanky Code Chapter 2 - The agreement pt 1 I followed him down a black painted and dimly lit hallway which lead to one large steel door that seemed rather imposing. A nameplate on the door read, 'Master S.' I gulped standing there. Maybe saying yes was not the best of ideas. Though I was having second thoughts they evaporated quickly. Who was I trying...

An Old Friend Ch. 02

by jjdtx on Sep 14, 2017
Gay Male

Chapter 2 – The Next Day The next morning, Joe left early for work and I didn't have an appointment until late in the day. So, I lounged around, looking at his DVD collection. In a small box, I found his porn stash. It was a nice selection of compilation DVD's. About twenty in all, most were straight cum shot movies, but there were four bi movies. All were...

Story of a German Bathhouse

by jim_janes on Feb 6, 2018
Gay Male

My only day off in a ten-day business trip to northern Germany was cold, with a heavy wet snow coming down. Looking through all my options on how to use my day I decided to find a men's bathhouse and enjoy the opportunities that a German bathhouse offers. I got off the train and walked the 3 blocks to the address I found online. Paying my fee, I was given a...

The Exploits of Cockslut Kelly 01

by CSK on Aug 29, 2017
Gay Male

Hello my fellow perverts and welcome to my very first story on Literotica (but certainly not my last. My little perverted mind has so many lovely stories and fantasies to share with you). I love this site because we can share our deepest, darkest and most depraved fantasies (and past experiences) with other likeminded individuals. My stories will most likely...