Shemale Maid Stories

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Man Is Humiliated By Escort

by fun4all6969 on Sep 12, 2017
Transsexuals & Crossdressers

I am a very adventurous, open minded married guy. I am 6'2", 150lbs and I have a 5" cock. My wife (Mary) is great but she is very straight laced and doesn't like to have sex but twice a year so I decided to look elsewhere to fulfill a few fantasies. I am sure my size and stamina have a lot to do with my wife's lack of a sex drive. I recently replied to an o...

Seven Lessons Ch. 01

by Vertex on Sep 16, 2017
Transsexuals & Crossdressers

(1) - Acceptance Bryan was king of the road warriors. Speeding around the country in his sleek, powerful Mercedes selling whatever his latest job demanded. He was damn good at it too, always raked in huge amounts of commission until some faggotty client bitched about a one-sided deal he had put together and then it was off to another company. Talking of bi...

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...

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...

Hollywood Horror Story

by zbloutch on Feb 13, 2020
Fantasy

The night had fallen for a couple hours, and yet, Los Angeles was more dynamic than ever. The city was shining a thousand lights coming from its numerous buildings, and its population was living it's life, far from suspecting something terrible was coming their way. And yet, it was. You see, there are things humans have come to think impossible, because the...

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The Backpack

by ~Etoile~ on Jul 31, 2011
Fetish

Moving to a new place is always rough, but it can be rewarding as well. The Nuwisha Design College in Seaside City is a smallish school, but is known for its art and design classes. A lot of literature and word-of-mouth shows that graduates from this school often get very lucrative and popular jobs. Lucky for you, you were able to get in with some of your gr...

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How it began

by Thehypest1 on Apr 15, 2019
Fetish

You wake up after a long night of drinks with Casey. You hear the jarring sound of the alarm echo in your head. You think to yourself 'How much did I drink last night.' Your head is pounding and you lay in bed for a bit before heading to the kitchen to get water. You run into Allyson there. She made breakfast, she really is too kind. "Good morning, slee...

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Palace: The Dark Room

by acmsrk on Sep 17, 2017
BDSM

Thank You for Volunteer editor Ortay Ortay. ***** Riya was a twenty-five year old divorced woman who had adopted one of my younger cousins. She is an Anglo-Indian and after her divorce, she chose to settle in India. As I was very affectionate towards my cousin, I frequently visited her Palace. In one word, Riya was perfect. She was smart, kind and sexy. W...

The Society Ch. 03

by Barno on Sep 13, 2017
Transsexuals & Crossdressers

Heidi's erect penis was sliding in and out more easily now. When she first mounted me being gentle wasn't her first priority. It was my first match and I had almost beaten her according to the wrestling judge. In fact many in the crowd of 60 or so spectators had disagreed and showed it by booing the decision, it had been that close a contest. This didn't sit...

Out of Town Meeting

by AfroerotiK on Sep 16, 2017
Transsexuals & Crossdressers

Dinner was seamless, the food, the music, the wine, the company. Tony's out of town business meetings were usually painful, in that he hated living out of a suitcase and eating alone in overpriced restaurants. This trip, he was enjoying every second of it. He'd met up with Chantal, a woman he'd met online a few months back. They'd hit it off and started talk...