Gay Mistaken Identity Crossdressing Stories

1,134 results
Orientation
Length
Source
Infinite Scroll

Enticed and Humiliated Ch. 15

by FantasizeAndRealize on Sep 14, 2017
Gay Male

Part 15 - Hustling at the Gay Bar I couldn't believe that I had received $50 for giving a blowjob, the previous night! If I could do that a few times a week I would be set financially. I could finish my senior year and then do a Masters program, with no worries about where my beer money would come from! I decided to check out this Buddies gay bar. I was a...

The Boifriend Ch. 02

by AdmiralSquish on Jun 19, 2019
Gay Male

[pre-story]This story's not dead! I was a little stuck trying to figure out what to work on, and I got some comments recently asking for more M/M stuff, and then I got inspired and now here we are. Convenient that the first story to go public in pride month is M/M. Content Warnings: M/M, femboy, sissy, potentially offensive dirty talk Disclaimer: All chara...

The New Order Pt. 01

by Iamkrazy4 on Nov 4, 2019
Gay Male

Part 1: A Bottom's Duty Political strife. Riots. Violent crime. Impending war. These thoughts were all far from my mind as I slowly moved my dildo out of my well lubed ass in my dorm room. I bucked my hips to meet every thrust of my hand as a video compilation of huge clocks flashed across my laptop screen. Finally...it happened. I had a huge orgasm and I...

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...

Feathers

by entwined_tails on Aug 18, 2017
Gay Male

I closed my eyes as I leant forwards to kiss him on the lips. We'd done it countless times before, and I was praying that it would still feel the same. There were his lips, delicately and sensitively moving over mine, the lips I knew and loved. But then there were the feathers, all around his mouth, tickling my cheek, the feathers which didn't belong. I pul...

Death on the Rhine Ch. 16

by sr71plt on Sep 25, 2017
Gay Male

Fritz and Clint Folsom were sitting on a banquette, teasing each other through the folds and openings of their clothes in the dimly lit club and listening to the fat lady sing. This wasn't the Cologne leather club, Chains, where Fritz was the bouncer, though. As a reward for saving him twice from being fucked to death during that Rhine River cruise, Folsom h...

Saturday Morning Fever

by mindingutter on Aug 18, 2017
Gay Male

1 "Phil?" my wife yelled up the stairs, the words I dreaded every Saturday morning since Spring had arrived. "Are you going to try to find my dishes today?" "Sure babe," I replied, not looking forward to wading through all the junk in the garage, looking for some special family china in one of dozens of look-alike boxes. We said our goodbyes and she left f...

Destined Lovers Ch. 07

by vanalas on Sep 19, 2017
Gay Male

Before I commence on writing this story, I would like to thank everyone for coming this far with me. Very soon we will wrap up this story. Before I forget, George's name will change to Ivan starting from this chapter but sometimes he may be called George. Thank you ****** 5 YEARS LATER Ivan was on an escalator at the airport about to go home. He has co...

Bisexual Journey Ch. 03

by diagones on Sep 1, 2017
Gay Male

Nothing in human affairs, except annoying habits, is entirely predictable. Brian and I became lovers. We got together as often as we could, as clandestine as secret agents in a hostile, dictatorial country. His bisexual apprenticeship was a mercurial soar of enthusiasm and mastery. I found my own inner core of truth: the spiritual, emotional, physical, eroti...

The Bartender Ch. 02

by Pan2 on Jun 8, 2020
Gay Male

As soon as Roger walked through the saloon-style doors, Kent reached for a glass. He'd never before seen a man in such need of a drink. If the dark rings under his brown eyes weren't enough, his incorrectly buttoned-up shirt and mop of dishevelled brown hair clearly used to more attention than it was currently getting were a clear indication that Roger was...