Transgender & Crossdressers
This story is entirely fictitious. All names and likenesses are fabricated, and all characters depicted are over the age of 18.
This story is multiple pages / chapters, and involves elements of romance and erotica.
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Chapter Five:
David and my sister stared at me in a mixture of skepticism and disbelief. Fair enough. It was the reaction I...
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by
TammyPanty
on May 11, 2020
Transgender & Crossdressers
Forced To Have Sex As A Girl
My wife and I were married for over 45 years. She was eight years older than me and one evening during our 30th year of marriage after we had finished having sex she told me sexual intercourse was not something she enjoyed doing as it was uncomfortable for her and she would prefer if we just stopped doing it completely.
I was a...
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by
Floydman1
on Jul 13, 2020
Transgender & Crossdressers
Her name was Vanessa. She was very cute, about 5'4", slim, with big brown eyes and skin that was very clear and smooth. We had met online, of course. She had reached out to me for advice and friendship, as I was an experienced transwoman.
After talking online first and then over the phone, we met in person. It was at her place, since she wasn't all the way...
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by
felicia_rene
on Oct 12, 2020
Transgender & Crossdressers
Present day:
We arrived at the 'Sissy Salon' which was a covert sex club for downlow gay wealthy men and lesbians. As his agent and pimp I collected all his performance fees. I walked into the 'Sissy Salon' to make sure that everything was in place so my sissy husband could perform. Then I went to his dressing room to make sure everything I requested for me...
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by
britneyfan
on Sep 11, 2017
Transsexuals & Crossdressers
I knew my parents hadn't been getting along at all well recently and I had even begun to fear that they may some day be getting a divorce, but still the discovery that my father could be having an affair came as both a shock and something really quite distressing. It was the first time I had to confront the truth that my parents' split was a very real possib...
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by
missjennymaid
on Sep 10, 2018
Transsexuals & Crossdressers
I would recommend reading Chapter 1 to get to up to speed on the story, but if you want to start in the middle...
Jeremy: A married crossdresser who loves to live out his crossdressing fantasies with his supportive wife.
Lizzy: Jeremy's wife who participates in his sissy maid desires every other Friday when they have the place to themselves.
Jeremy is get...
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by
JHouston
on Sep 12, 2017
Transsexuals & Crossdressers
This story continues from: My "Uncle" Caught Me in Pantyhose! Pt. 01
https://www.literotica.com/s/my-uncle-caught-me-in-pantyhose-pt-01
I was excited at the idea of spending some time with Roberto and when the day finally came for him to pick me up, I was giddy with excitement.
As I sat on my chair in my room on the second floor, and looking out the windo...
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by
MistressCheyenne
on Sep 16, 2017
Transsexuals & Crossdressers
I have been a crossdressing Mistress for several years now. I have a petite body and always looked good in a dress. I take on many slaves but my favorites are other men who look great in dress. This is a story about my favorite slave I have ever trained.
I had been anticipating the arrival of my new toy all week, and he was moments away. My new slave, eager...
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by
Cindytranee
on Sep 13, 2017
Transsexuals & Crossdressers
This story is part true and part fiction. It basically happened as told with a few embellishments.
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I enjoy crossdressing and do so when ever I can. About the only time I dress as a man is to go to work. I have been doing this since I was eleven years old. I love to have sex with a man as if I was a woman and really think I should have been born a girl. I...
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by
TGJamie
on Sep 25, 2017
Transsexuals & Crossdressers
Money was hard to come by in our household. Being the oldest of four and my mom being a single mom put a real strain on our resources. Rarely did we ever have any extra money in our family to spend on things like eating out at a restaurant or going to the movies. If we wanted to do that, we had to save our own money to do it. Things were just tight. That sai...
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