Femdom Crossdressing Stories

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Trapslut

by Alexia Wright on Aug 20, 2015
Fetish

Today is the day. Your erotic crossdressing blog videos have earned you your first practical job as an escort. Being the famous online sissy slut Annie, you used to pay the bills selling your horny pictures and masturbation videos to guys on the Internet. You got out of bed, still in your pink babydoll nightie complete with a baby blue thong and head for the...

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How I Wrote "Opening Him Up"

by humbleboy on Sep 16, 2017
Reviews & Essays

This is to give a "behind-the-scenes" view of the writing of "Opening Him Up." I apologize it took so long to complete the story, but I thought it was worth it. This essay is more of a rambling to give those that are curious about how and why I wrote this story a look into my real mind. "Opening Him Up" is completely fictional. Some elements were taken and...

Your Waitresses

by weluvhose on Sep 15, 2017
Transsexuals & Crossdressers

We have not submitted anything for almost a year as daily life as certainly been in the way for ALL of us. My wife and I decided this one would be a slight change to the previous submissions. It is all fantasy but we both would enjoy bringing this one to "true" life if ever possible. Enjoy and we always welcome any comments!...

Femdom Fart Society

by FartSlave on Jun 26, 2019
Fetish

In the year 2024, newly elected President Alexandria Ocasio-Cortez declared that all men needed to be subdued, so that women could thrive in the United States. Slowly, Ocasio-Cortez pulled away more and more rights from men, starting by taking away their right to own weapons, and then their right to purchase property, their right to accept a higher work posi...

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Sweet Alice Returns

by Akito01 on Sep 13, 2017
Transsexuals & Crossdressers

After the night I previously described to you with Sweet, it naturally occurred to me to wonder if he had seduced other men in a similar manner. It may seem silly or naïve, but I honestly had no idea. With some sly delight, this is story Sweet told me. Naturally, to preserve the identity of all involved, I will continue to refer to Sweet as exactly that. He...

Caught by Flatmate

by mArmaansa on Dec 24, 2019
Fetish

Thanks to Motomaverick for editing. The story, characters, names and incidents are totally fictitious and it is not intended to insult or defame of any country, religion, caste, sub caste, society, family or even any person (living or deceased), if any similarity could be found in the story and the real life then it will be surely just a coincidence only. T...

Erika's Story

by Quantarx on Jan 20, 2020
Transgender & Crossdressers

My name is Eric and I have been into crossdressing as long as I can remember. The feel of sexy silky woman's clothing has always been a real turn on for me. I honestly couldn't tell you when it started, but I can tell you it has progressed over the years. I have gone through my "pink Fog" phases where I would buy sexy clothing, only to be filled with shame a...

The Captive Prince

by PrinceCai on Apr 3, 2020
Fantasy

Marcus was reading in bed when his kingdom fell. It was over an hour past his bedtime, but the young prince wanted to stay up and finish his book by candelight. It was way too exciting a story to put down, all about a brave and noble lady knight who saved a peasant boy from the clutches of an evil sorceress. He had his heart in his mouth at the thrilling act...

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Strapon Tales

by thesub on Oct 8, 2005
BDSM

There are tales of the Strap on Sex Variety. I want to see girls giving to guys up the ass with a big strap on cock. Choose from one of the options below: The first scenario is you get sent to and all women’s prison but you’re a guy. You get caught for reckless diving but the male prison is over crowed. So you get sent to a rough prison with corrupt female g...

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From a Husband to a Dutiful Sissy Ch. 07

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Seven will also advance the time of my story here a bit. To move my story along into a lifestyle changing story I will have this chapter set seven months after Phil was outed as crossdressing sissy named Chantel. Over the last seven months, life for Chantel has become entrenched as a sissy maid and slut. The sex video productions put up online have...