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Room service

by Rookiegag on Jan 10, 2015
Miscellaneous

You´ve been driving all day on the highway. Fear of flying has its massive downsides, like incredibly boring days spent driving to get to your aunt in Chicago for Christmas. You check the GPS app on your iPhone and it alerts you of a motel a few miles ahead. It´s not cheap but not expensive either. Feeling weary to the bone, you decide to get a bed for the...

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Erin and the Shemale

by kimberlykitten on Sep 25, 2017
Transsexuals & Crossdressers

Erin was up bright and early on Friday, getting a good hour jog into her schedule. She didn't have to be in class until two hours from now. As she was jogging, earlier male joggers had passed her by with their eyes directly on her bouncing melons. Even wearing two sports bras and two regular bras weren't enough to hold Erin's gargantuan jugs down. Erin did...

Made Up

by ChewToySub on Sep 15, 2017
Transsexuals & Crossdressers

My first story on Literotica! Hope you like x ***** For the longest time, I've crossdressed alone. I taught myself how to climb into girly clothes, how to roll on tights without tearing them, how to put on my wig without it looking like roadkill. It took time, but I slowly learned how to get myself ready to enter girl mode. But there's a few things I've ne...

Tgirl Fuck Club

by Dostoyevshe on Sep 16, 2017
Transsexuals & Crossdressers

Head spinning, I stumbled into an alleyway and landed behind a nearby dumpster. I'd had a few drinks, and some ecstasy. I'd told my friends that I'd had enough for the night, called a cab, but once I was out of eyeshot, zipped back towards an infamous gay club id been dreaming about ever since I'd heard rumours about exactly what goes on inside. Like a fly...

Goblin breeding slave

by kire5613 on Feb 16, 2014
Fantasy

Kazex was a tribal goblin who lived in the enchanted forest far from civilized society. He lived in a cave with tribal decor, an alchemy lab, and a large sleeping mat. He left his tribe almost a year ago. He felt that he could run the tribe a lot better than the current chief and he spoke his mind off it. That got him exiled but didn't mind. He made a plan t...

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Slow Descent into Sissy-Hood... Ch. 01

by Slipperylock on Oct 31, 2018
Transgender & Crossdressers

Beta boy beginnings. It started when I was online, lonely and drunk. I'd been at University for maybe three months at that point, struggling along with a Masters degree in Economics. Unlike my undergraduate years, I had decided to live alone in a one bedroom flat - I thought that with more privacy would come more focus. What I hadn't counted on was that wi...

Loraine's Self Bondage Re-Creation

by loraineveritas on Mar 12, 2019
BDSM

The following is my re-creation of an event that happened a few years ago. I had been a sissy slave to Mistress Marie for over 2 decades during which I become a totally submissive slave to Her every desire. I think of Her often as She has passed now. While doing Self-Bondage activities shortly following Her passing my wild imagination conjures up the Mistres...

Quarantine Queers Pt. 03

by secondsamuel on May 13, 2020
Transgender & Crossdressers

Author's Note: This is not to make light or minimize the clusterfuck that's going on right now. It's just my creative way of coping. If you like it, please let me know in the comments sections. * Our weird Quarantine rules had been in place for two weeks. A few times a day, Paul and I would switch our flatscreen over to Pornhub and suck each other dry. Ye...

Cocks are for boys

by Sissyhalo1 on May 12, 2020
Transgender & Crossdressers

It all changed my 3rd week of October in my first year here at college. I'd just started to settle in with the dorms and classes and started to have a social life. Well not really, with college so big I didn't matter so I wasn't unpopular enough to get tossed from the parties I went to with everyone else. I was just part of the crowd. Drink a few beers,...

Pam's Shemale Experience Ch. 10

by majicman21 on Dec 2, 2019
Transgender & Crossdressers

Pam woke up, and as she remembered what day it was, a smile crept across her lips. Earlier in the week, her owner had decreed that she would not fuck Pam until Wednesday. That had been Sunday night, and now, with Monday and Tuesday past, today would be the first time in a long time she would feel that magnificent cock opening her up. It's been too long.....