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Mommy's Slave

by Futafan567 on Dec 7, 2019
Transsexual

You are Jim. You are 18 years old and live in an average sized home with your mother Jennifer (Jen for short). Being homeschooled for most of your life, you never went outside very often. In fact your only “friends” are the two girls Amy and Mary who live across the street. You are really only friends with them because they live so close but you were never t...

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The Society

by Barno on Sep 19, 2017
Transsexuals & Crossdressers

I met her during the summer. I was only nineteen and working to save some money for college. I had been raised by my grandparents who had both passed away over the past year. After the burial costs I was far from wealthy. My parents weren't around so I was on my own at a young age. I had moved a couple of towns over from where I had grown up and was living i...

Transwood High Pt. 01

by BoobVillian on Sep 16, 2017
Transsexuals & Crossdressers

The Shemale Bully Authors note: All the characters in this series are over 18, this is my first ever story so be nice :-) The story has a few main characters, which will be introduced over the course of the stories. ***** WAH WAH WAH WAH WAH!! Lauren groaned as she rolled out of bed and turned of her alarm clock. The day she knew she was coming all summe...

My Wife, the TOP ONLY Malay Shemale

by yarracuda on Sep 19, 2017
Transsexuals & Crossdressers

Hi all, my name is yarra (not my real name perverts!!) and I am a proudly married matured male, now 57 years old. My wife, 52 is a (or was a) biological female technically, been married to me for the past 24 years. Let me tell you my fantastic and totally out of this world story. Flashback to 24 years ago, that is the 1989, when i just reached my 30'ish a...

Accommodating Neighbors Ch. 04

by gentlegem on Sep 14, 2017
Mature

Chapter 4 Our Visit to the Adult Toy Store (Authors Note. This is the 4th story in a series. For those of you who haven't read the first 3, it is based on the relationship of a 44 year old red haired lady and a 63 year old man who live in the same apartment complex. Much of it is based on true characters and events.) * Becca and I didn't see each other f...

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...

Specimens of Gender

by darkheathyr on Sep 14, 2017
Sci-Fi & Fantasy

"Hmm. One more chapter?" I rested the thick, hardcover book on my chest and turned my head to check the clock. It was only 11:47 - late, but not as late as some of the nights I'd put in lately. Still, I did have to be up at 5:00 in the morning. "Better not," I decided with a sigh. Since it was too big for the nightstand, I reluctantly dropped the book on fl...

More Than a Lady

by danielblue on Sep 14, 2017
Transsexuals & Crossdressers

Doctor Carter surveyed the gathering of ladies before him. Something wasn't quite right, but he just couldn't put his finger on what it was. He had been invited to speak on Female Reproductive Health but the women before him were neither the charity-driven older matrons nor eager young housewives that he expected. They were gathered in the private function r...

First Time Sissy Maid

by bart2077 on Sep 13, 2017
Transsexuals & Crossdressers

I had been fantasizing for many years about serving a dominant Mistress, watching lots of movies online, and generally lusting over the doms I saw posting ads. At the age of 28 I finally found the courage to answer a rather intriguing post by an older woman and her trans partner who were looking for a sissy maid for ongoing service. I answered the ad, includ...

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.....