Gay Crossdressing Bondage Stories

609 results
Orientation
Length
Source
Infinite Scroll

Barbie + Ken Ch. 02

by haydentwaters on May 1, 2018
Gay Male

I am thrown, not kindly, into my new prison. My knees take a harsh impact as they strike the soft floor. As I hear a door lock behind me I take in my surroundings. A small room, padded walls. A heavy metal door with a small latched opening for a viewing window. The sound of footsteps receding. I'm not going anywhere. Just to be sure, I scrutinize every cor...

The Discovery: Prison Inmates Ch. 03

by poshbillionaire on Sep 14, 2017
Gay Male

Disclaimer: The story is a complete work of fiction and story contains erotic situations between consenting adults, sometimes of the same gender. If it is illegal for you to read this please leave now. Any resemblance between the characters and any real life person is completely coincidental. Please do not copy or distribute the story without the author's...

Cock-Sucker: Around the World Ch. 04

by tristantrotsky on Aug 31, 2017
Gay Male

Hot Sex With Some African Queens Jo'burg. Ivan shows me around. He's been here before. He has friends, he knows places. We drink in a small bar off Rosettenville, then stroll further towards a club called 'The Blue Dahlia'. There's a low marquee outside. It looks rather run-down. But once inside, with the lights low but for winking red fluorescents and spot...

Where the Girls Aren't

by MWDK on Sep 25, 2017
Gay Male

If there's a commonly reoccurring theme to my existence it is one of overbearing responsibility, doing the right thing, taking care of others and eschewing the thing that I might want for the thing that is most practical or more socially acceptable. All in all, it's not a terrible perspective on it's own but as with everything - moderation is key and without...

Cabin Adventures Pt. 04

by MrSunshineBoy on Sep 14, 2020
Gay Male

About 10 minutes had passed, James struggled weakly against his bonds. Despite that, his nose got accustomed to the horrible smell, it was still too much to bear. James coughed and gagged a few more times while turning his head right and left. The scent of all these things combined with him sweating and panting made him a bit dizzy. All the gunk that covered...

The New Boy at Work

by Justrex on Sep 14, 2017
Gay Male

5-13-14 The New boy At Work He kept pushing me... Flirting with me... Giving me those sly winks and little comments... And there's only so much a man can take, after all. Of course that went on all of the time. Working where we did... I won't say where... being around the people that we had to deal with day after day... some of them little more than anim...

Lucifer Ch. 04: The Floating City

by anyawvossand on Feb 25, 2019
Gay Male

Chapter 1 The sun sets on the flat, peaceful wadi of the Azawagh plain. There are no trees or mountains, hills or sand dunes in this part of the world, and navigation by day is ill-advised. The hot dry winds rolling over the beautiful flesh-colored sand flats cause my dark blue tent to billow lazily, carrying away the slender coils of smoke from my cooking...

Lucifer Ch. 01: The Taming of Lucifer

by anyawvossand on Feb 11, 2019
Gay Male

Chapter 1 You will leave this place. You will fly until your wings break, until your lungs burn, until your eyes are blinded by the dust and the wind. You may never come back to us, and if you try, we will kill you. The words felt like teeth in my heart and I could say nothing. All eyes were closed. None looked upon me, though ears listened to make s...

Six Dead Poets

by JasonClearwater on Sep 14, 2017
Gay Male

This story is part of a loose timeline. Some other stories containing these characters are: Jesse, it was really nothing! Jesse's Charming Plan I might Share You Tags include: #Yaoi, #hair-pulling, #knifeplay, #dominance, #oral, #bondage, #mutual-masturbation, #submission, #older man/younger man * * * * * "Jesse?" I woke to cigarette-scented breath a...

Master and Slave - The Road Trip

by Harry_Ballsack on Aug 18, 2017
Gay Male

Day 1: The sub sat in his room with butterflies in his stomach and his heart pounding in his chest. After over a year of chatting and trading emails with Master he was going to finally meet him. Two times in the past they had made plans to meet for a session when Master was going to be traveling in the area where Slave lived but situations came up that forc...