Gay Caught Crossdressing Stories

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Infinite Scroll

DJ Pt. 24

by o2byoung on Mar 28, 2018
Gay Male

In Part 24 Too many boys, too little bathroom Jamal wants DJ's and Jamie's friendship Matt (F2M Trans) considers dating a girl Aggie moves into her new residence Phil and Bryan meet DJ's naked Dad's DJ lets Phil & Bryan use his bed to fuck DJ Part 24 Bryan had worked a day shift at Applebee's, having gone in at 11:00 AM that morning and got off at 6...

Tales from a Faggot Ch. 01-01

by sextoymatt on Mar 28, 2018
Gay Male

Editor's note: this story contains scenes of non-consentual or reluctant sex. This is the first story in what will be my "True Tales from a Faggot" series, written at my owner's orders. This story is true. You can believe it or not, I don't really care, I just have to write it. If it gets you off, then I will have succeeded in my goal. My owner was not spe...

The Heart is a Poor Judge Ch. 03

by kidboise on Mar 6, 2018
Gay Male

Gabe still has the note his mother left him before ending her life. Its body reads, "As you know, my childhood was filled with sad things, but because of your father, and because of you, I was able to be happy for many years. Thank you for bringing me joy. Please don't worry about me, or be sad that I am gone. Find my diaries in the black dresser and keep th...

Billie's Sore Ass

by erectus123 on Jan 13, 2018
Gay Male

Billie's Sore Ass: Sexual Fraternity Hazing [Readers, be assured all events take place between men who are 18 and older. There are no minors or Appalachian miners depicted here. Most are college guys who range from 18 to 32 years old. A few older men do appear towards the end of the story to add a mature balance. All characters in this story are based on re...

DJ Pt. 06

by o2byoung on Nov 27, 2017
Gay Male

There is a lot happening in these young men's lives and it's all good! If you haven't read the first five parts, you need to. Please, please, please, if you like what you're reading, leave me a comment, if not, I can handle constructive criticism as well. ***** Sunday night, on the way home from work, DJ told me that Jamie's parent's wanted both of the boy...

Noah's Starship Ch. 13

by tarzanacide on Sep 19, 2017
Gay Male

+{Noah's Starship}+ -+-[Ch. 13]-+- ~By Emri~ I watched Navid's chest rise and fall as light snores escaped his full, pink lips. He'd inhale with a low, rumbly snore and then his lips would close until the pressure built up. He'd blow out a "Puhhh!" It wasn't too loud, and the rhythm of it always lulled me to sleep. I had raised my head off his heartbeat t...

Misdelivered Mail Male Sex Training

by sr71plt on Sep 14, 2017
Gay Male

Allen came to the window of his Maple Street bungalow and looked out at the driveway at the unmistakable sound of the purring of an expensive sports car. He had arrived in time to see Jack unfold his elegant six-foot-four frame out of the red Porsche Carrera convertible and run his hand through a thick mane of auburn hair with frosted highlights. The man was...

Prison School Ch. 29

by o2byoung on Sep 14, 2017
Gay Male

The concept of this 'Prison School' was the brainchild of Ruben Styles, the gay son of a State Representative, who pushed through a bill to build and operate the school. It was a multi-purpose plan, primarily sold as a means to train non-violent felons in saleable careers, those being building trades, Masonry, Electrical, Plumbing and Carpentry. Also, since...

Groupie

by robcub32 on Sep 14, 2017
Gay Male

"Come on, Micky," she begged. "Please, just this once." My roommate and best friend Christie meant well. She was always trying to get me to go out with her. "You know I hate bars. And straight ones are even worse. It's so loud and smokey." "It's not that bad. We're going to Tony's. They have live music on Fridays. You need to get out more. You'll never...

Bound and In Love Ch. 01

by Baby789 on Sep 26, 2017
Gay Male

This is for all of my readers who have asked for Thomas and Michael's story. Here it is... *** Sweat dripped into his eyes and hands roamed on all parts of his body but he didn't care. Michael ground his ass against the muscled man behind him and grinned widely as a Martini was placed in his hand from a pretty blonde woman. He tipped the drink to his lips...