by
Checkmate215
on Sep 26, 2017
Transsexuals & Crossdressers
Coming up with the rent every month was becoming more of a challenge. I was a on again off again actor/waiter. My tips were good but I had to supplement them with acting gigs and odd jobs. This was the price to pay for freedom. I had a one bedroom apartment that ran me 1500 a month. I was avoiding taking on a roommate at all cost. I loved my privacy.
A frie...
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- 8 Comments
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by
hosiery_cumslut
on Sep 16, 2017
Transsexuals & Crossdressers
It all began this one summer, a few months after I turned 19. I had just finished my first year of university in a small "university town", as they call it. I signed a house lease with 3 other friends for the next school year, and we had to pay rent for the four months of summer even if we weren't going to live there.
My three friends had all left for home...
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- 14 Favorites
- 5 Comments
- 1,688 Words
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by
Sissy_Chantel
on Sep 19, 2017
Transsexuals & Crossdressers
Chapter Three: My Saturday Meeting with Kerri.
Well another busy but fun week for myself as Mistress Chantel begins to wrap up. It's a bright, sunny Saturday morning about 7:30am. My typical femme routine is to shower, dry off, moisturize with fragrant, moisturizing cream then to shave my face. Luckily for me in recent months I have begun to use a beard ret...
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by
Sissy_Chantel
on Sep 19, 2017
Transsexuals & Crossdressers
Chapter Seventeen: It's time that Chantel Earned Her Keep.
Well it's the morning of a Saturday, to where by night time I will soon be doing some true sissy slut street walking and now truly begin to earn my keep and begin to earn some serious money for my Master.
I awake like all other mornings at 7:30am and follow my morning routine, enema, shower, shave...
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- 8 Favorites
- 3 Comments
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by
MicheleNylons
on Jul 15, 2020
Transgender & Crossdressers
The Predator was satisfied with his first taste of the woman who he had bent over the kitchen table and held captive; but he was far from finished with her. The snooty bitch had been taught her first lesson for the evening; his warm issue dribbling down her stockinged legs was evidence of that. "I bet she's never been taken in the rear before," he thought to...
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- 14 Favorites
- 1 Comments
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by
Lovinhose
on Sep 13, 2017
Transsexuals & Crossdressers
This is my first attempt at a fictional/fantasy story. All my stories thus far have been true, honest, and accurate, as much so as I can recall. But I kind of ran out of true stories that were worth sharing (for now, but I've got some 'irons in the fire' and hopefully I'll have another true story to share fairly soon). The story I will tell here is something...
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- 27 Favorites
- 13 Comments
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by
Sissy_Chantel
on Sep 19, 2017
Transsexuals & Crossdressers
Chapter Fifteen: We Meet Each Other's Parents and There Is A Wedding Ready to Go.
[Sunday late morning].
"How many sissy maids have agreed to come clean for us Hun?" Kerri asks.
"Three little sweetie maids Babe." I smile and reply. "They will be by on Wednesday before our Friday wedding. They are all so excited to play sissy house maids for us while t...
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by
PhRedSonya
on Mar 25, 2019
Transgender & Crossdressers
After college I got a job with a company where a friend of mine from school also had a job. He already had an apartment and asked if I wanted to share it with him to help save on the rent, I readily agreed. Since we were in two different departments we didn't always keep the same work schedule and so I was often by myself as he would travel more than me. One...
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- 14 Favorites
- 4 Comments
- 2,099 Words
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Transsexuals & Crossdressers
This is a true story, I am a crossdresser and this is the story of a wild wild night!
HI. My name is Leslie, I am a very dedicated crossdresser. I have to live as a male by day because of work. At night I usually get home pop open a beer and pop a buttplug in my juicy hole, get on the computer and watching some dirty naughty things until I just have to dres...
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- 9 Comments
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by
StephaniePlayland
on Oct 16, 2018
Transgender & Crossdressers
Back story.
I've been crossdressing for many years. The reasons for it are not really important however, I know I enjoy escaping being me, and getting to be softer, submissive and docile. My friend, Sir caught me crossdressing a long time ago, he has never really cared what I do as he has lots of women. We both enjoy the friendship and no judgements about a...
- 19,903 Views
- 15 Favorites
- 3 Comments
- 2,295 Words
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