Gay Tights Crossdress Stories

168 results
Orientation
Length
Source
Infinite Scroll

Ballet School Ch. 06

by BigWig69 on Feb 11, 2019
Gay Male

Chapter Six -Atlas and Company The next day I could hardly walk. My ass was really sore and my whole body felt bruised. I decided to stay in bed and cancelled my classes. I had a long hot bath and went back to sleep waking up at around 11, to the sound of the butt plug. buzzing in my bag on the floor beside my bed. Damn, I couldn't possibly. I sat on the e...

MTMF League Ch. 02: Jack vs. Kendall Pt. 01

by the1deros on Jan 16, 2019
Gay Male

Note: English isn't my mother tongue so have that in mind when reading, but I tried my best. Sorry for the grammar mistakes and all that jazz; be kind about it or better yet, let me know what I'm doing wrong in a respectful way. I will be publishing more often... at least for this series. Hope you enjoy! *** "Our star judge finally dares to show up!" Kenda...

The Bi Experience Pt. 01

by Domthesubmissive on Jul 17, 2018
Gay Male

As I walked briskly down the side street, my heart was racing. "What have I let myself in for?" I thought. "Should I just turn around and go home?" My palms were sweating and I almost had butterflies in my stomach. There it was, the sauna. As a predominantly straight man, I always thought that saunas were for relaxing and detoxing!! But then I discovered th...

Darren & Dean do Dale Ch. 03

by betamale08 on Aug 7, 2019
Gay Male

After we had our steaks, which were perfect I might add. I did clean up again, donning my apron over my top and mini-skirt, where again I was playing little miss homemaker for the two men Darren and Dean while they sat out having coffee and then joining them once I was finished, I came back out to them with three beers, one for each of us this time. I didn't...

High and Low Ch. 06

by bisexualsmoker on Sep 16, 2017
Gay Male

Simon's first gay experience certainly shocked the hell out of him, but God was it good! Interestingly enough, Brenda and Farrah's work shifts were rescheduled just after that, and they didn't socialize at all. This meant no Miguel. Maybe that was better though. Certainly there would of been too much "gay" tension between Simon and Miguel. Any socializing w...

First Time

by vegeta22 on Aug 17, 2017
Gay Male

* Disclaimer* The following is a fictional story. I have never thought of myself as gay or bisexual. I have never had any attraction to men. Though from early on in life I have always experimented with ass play. At first it was just my fingers, or smooth cylindrical objects that I could find. I bought my first butt plug in college. I used it fairly often...

Tales of Jason Ch. 06

by Bjsroxxs on Oct 6, 2020
Gay Male

Three weeks had passed since I was inducted into House Achilles. Since then, my life has changed for the better. Alkibiades has been playing coy with me, while Lady Daphne has been here and there. From what Khauther told me, she traveled a lot which was why I didn't see her much. I had spoken with Dick, Javi and Steven about me moving out. Dick wasn't a bi...

The Yule Log

by artisticbiguy on Sep 25, 2017
Gay Male

I sighed as I saw the signs for Morrisville. My home town, the place I had struggled to escape over fifteen years ago; now I was coming back with my head hung low and my tail between my legs. It was humbling and humiliating. I had left when I was eighteen and never looked back. I wanted a career, I wanted a life, and I wanted love. I'd gotten the career, I'd...

Centaurus Ch. 01

by PrinceSkye on Aug 18, 2017
Gay Male

In a far away universe, the entire Centaurus System was controlled by King Daren. He was of the race of Centaurs and stood above all his peers and different races of the universe as a fair leader. Fair but strict. He was 9 foot 8; his body muscular and hard as a rock. Centaurs weren't physically half horsed, they were humanoid, and standing on two legs b...

Montana Winter Ch. 02

by MJRoberts on Sep 26, 2017
Gay Male

ALL CHARACTERS IN SEXUAL SITUATIONS ARE OVER 18. Characters are fictional. * The next day with my morning students Lore showed me some of the techniques he used with his clients back in Chicago. They were amazing and totally different from mine. It was easy to tell he was really knew what he was doing. Between clients he told me that he had a masters in...