Gay Sissy Audio Stories

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Danni

by Coder3445 on Jan 6, 2020
Transgender & Crossdressers

This story is a complete work of fiction. In said work all characters are at least 18 years if age. This is my first story so constructive criticism is welcomed. Enjoy or not don't let me tell you what to do. *** Daniel had an issue, the issue being that when he had first started watching porn he like any other cis-gendered male had started with a voluptu...

The Prostate Exam Pt. 04

by His_fag_wife on Sep 18, 2017
Transsexuals & Crossdressers

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his naturally submissive tendencies by not being able to resist pushing back against her finger, forcing her finger deeper into asshole. At that point his female doctor had decided to test just how submissive he was. She gave him the option to back out if he...

Mistress Commands Me in the Office Pt. 03

by Tracy69 on Dec 3, 2019
Transgender & Crossdressers

First a little clarification, if you've been reading parts one and two (I hadn't kept this quite straight up to this point). Here are the correct character names: Bob, or Robert, or Dick (or whatever my mistress decides to call me): Me Rick: My boss Brad: An office co-worker Rod: Office co-worker in an adjacent cubical, very buff, quite manly Wilson: Of...

Daddy's Sissy Staircase Ch. 03

by SissyLoniOR on Sep 28, 2020
Transgender & Crossdressers

This is part 3 of a 3-part series, to understand better, go back and read parts 1 and 2. Thanks for everyone's comments, this has been my first story here at Literotica, and I have ideas for many more. Please feel free to contact me with ideas for future submissive sissy slut stories! My visits to Daddy now typically involve more time than just during the...

Playing with My Sissy Bitch

by Xyta_Midnyte on Apr 10, 2018
Text With Audio

Artist Note: So . . . it's been a while away form the site, largely because I'm waiting for my laptop to be returned from repair. My data, my software, even my microphone has been out of commission for the last fortnight. Makes me very said. :'( But that hasn't stopped me playing. Oh no. Oh, no, no, no. */*\* Not only have I be playing, but I've been recor...

Living Next Door to a Closet Sissy

by tarkustrooper on Sep 15, 2017
Text With Audio

I had waaaaay too much fun making this audio because this happens to be one of my favorite kinks ever. Be warned, though: this audio has a bit of a slow build here, and there could've been a time or two (or more) that I've gotten carried away here. So it seems that I have a peeping Tom neighbor that wants me to dress him up and fuck him like a girl? Well, t...

Scorned Bitch

by lyzunchik on Sep 16, 2017
Transsexuals & Crossdressers

"I'm assuming this is not entirely business," I asked Rod when I meet him for drinks after work. He's a fellow businessperson and we collaborate on some projects. I provide technical and consulting services that augment his contracts with various businesses and government agencies. "No, not really, but I thought it an appropriate segue to get you here fo...

Under Mommy's Direction Ch. 05

by MommysHypnoSissy on Apr 13, 2020
Transgender & Crossdressers

The rest of Jaime's day had been a whirlwind of tasks and chores to complete before his Mother got home. His online Sissy Trainer, who demanded that he refer to her as 'Mommy', had given him a myriad of tasks. First it was cleaning up his Mother's bed and sexy toys, putting everything back how he had found it. Then it was back to his room to dispose of his b...

2016 Literotica Reader's Choice Awards Winners

by Literotica on Sep 16, 2017
BDSM

The stories and authors below were chosen by our readers as the best of 2016, in voting which took place here. Though these are not the only wonderful authors and stories on Literotica, they are worthy of praise and recognition. Thanks to all of the writers for providing us with hours of hot reading, and to all of the readers for your input, support, and a...

Just Look at Me Now Ch. 04

by GFfan on Jul 15, 2020
Transgender & Crossdressers

Let's see... where was I at the end of chapter three? Oh yes: seated on a footrest wearing lingerie and my pink collar, with my eyes adjusting to the bright light now that my blindfold had been removed—and adjusting to the sight of Jude's strap-on in front of my face. "Have you ever given another guy head?" Jude asked. "No, never!" "How about getting a bl...