Gay Crossdress Stories

6 results
Orientation
Length
Source
Infinite Scroll

Crissy's Life

by CrissyBGFY on Jan 21, 2015
Gay

You are about to walk in to something quite different. This is a continuation/expansion of various stories about my life that are published on Hentai-Foundry. I have decided to move the majority of them here....and allow you to control where I go and what I do. I'm interested to see people's feedback and to see if there are more people here than at HF. For n...

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Caught

by jx88 on Aug 30, 2017
Gay Male

I worked for years at a place with this girl named Amber. Most everyone else where we worked was very open and social, but Amber and I both kept to ourselves for the most part. I did not know her well, but we were very friendly to each other. She was slightly on the thick side, nice and curvy, with red hair. I was surprised one day when she asked me to watch...

Exploring my Sexuality Ch. 02

by alexis19901 on Jun 2, 2020
Gay Male

Just a quick recap from the first chapter. I'd made my first trip to a sauna, lost my virginity, got spit-roasted and then another guy came in my ass all before I left. The last guy left me his number and I just couldn't resist. This story will contain some crossdressing. I'd gone back to my normal life for a number of weeks since my trip to the sauna. Havi...

His Sweet Boy Ch. 06

by Her11 on Sep 21, 2020
Gay Male

AU: I'm Back! I know i was a little slow to write but im working on it. P.S. to Crven_ban: do not read my mind it freaks me out. To everyone else, 40th comment on His Sweet Boy Ch.04 ********* Ben slammed the office door, then spotted the bathroom and shuffled awkwardly into it slamming that door for good measure. Fucking hell. Eric was going to be the...

X Rated Robotic AI Ultimate Lover

by Alluring_Crimson_Shifter on Aug 18, 2017
Gay Male

*** "--------------------------" Chapter One: Home Alone with a Statute "--------------------------" Janie was home alone. Her husband was off on another lengthy business trip and she was so horny that at times she could not think straight. She stayed in bed and started rubbing her breasts. It felt so good that it was almost like being with her man on a...

Ben Loves a Challenge Ch. 08

by PDreadful on Dec 9, 2019
Gay Male

**I promise this isn't the end, there's more Dean and Ben to come. I hope you enjoy. -Penny** What he'd felt after Laura left him felt shallow in comparison to the pain-coated emptiness inside him now. Nothing mattered anymore, Dean's cold dismissal broke something in him. Worst part was that he couldn't figure out where he'd gone wrong. Dean didn't call,...