by
secretanon
on Sep 13, 2017
Fetish
I am around 24 years old and I have always enjoyed wearing panties. I think the feminine feeling of it all really turns me on. At a young age, I discovered masturbation from cumming on my mothers panties after deciding to be bold and try one out from curiosity. I was never able to fufil my love for panties, being in a house full of males, so I never had a si...
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- 4 Comments
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by
Sissy_Chantel
on Sep 18, 2017
Transsexuals & Crossdressers
Chapter Two: My reveal, a true reveal for the sissy in me.
I reach to the bottom of the stairs and at the front doorway entrance, Helen and Jenny are standing and looking at me in my black maids dress, white tights, black velvet 5 inch spike heel pumps, wig and makeup. The look on their faces seeing me dressed as such is priceless. This is the first time He...
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- 14 Comments
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by
Leighharding
on Dec 19, 2018
Transgender & Crossdressers
I've always had a great relationship with my hairdresser, Mary. She'd been cutting my hair for years and we probably shared a few more details than we should about sex, she made me laugh at some of the naughty stuff she'd been up to!
On occasion around a year ago, she came to the new house that I'd just moved into with my girlfriend to cut my hair.
The cha...
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by
Sissy_Chantel
on Sep 19, 2017
Transsexuals & Crossdressers
Chapter Twelve: Another Play Day Work Day at Our Studio.
I arrive at my studio dressed for another day of fun and exciting dominatrix work. I park my "Plum Crazy Girl." step out in my red leather thigh high boots over my black sheer pantyhose. On my feminine looking body is a red leather form fitted mini dress with loose pleated, A-line skirt barely coverin...
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by
gayindia1980
on Sep 16, 2017
Fetish
Hi I am Ravi, 28 year old from Delhi 5.8, slim, hairless and minimal facial hairs. I am married for 3 years, my wife Shivika is 24, 5.4, slim and beautiful. I was in crossdressing since my school days. I use to wear my sister's and mom's clothes when nobody used to be at home. In 12th class I lost my virginity to a college guy whom I met online but that anot...
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by
holukukkar
on Dec 10, 2018
Transgender & Crossdressers
Hello Everyone,
This all started when I was 18 years old. Just like any other 18 years old boy I was browsing through the porn website for some porn to watch when I came across a crossdressing video in which the man was forced to wear female clothes, accessories and makeup and then treated as slave to do household chores and then fucked in ass by strapon....
- 10,037 Views
- 2 Favorites
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by
manatdawnrise
on Feb 1, 2018
Transsexuals & Crossdressers
The night was still early but with the combination of travelling, drinking on an empty stomach and the emotion of talking about my interest in crossdressing, I was exhausted. I suggested going to bed to which Mandy agreed.
I stood behind her brushing my teeth wondering what was going to happen now my sordid secret was out. I caught Mandy's eye in the mirro...
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by
clarepanties
on Sep 11, 2017
Transsexuals & Crossdressers
Part 1
It was 2006, a day in April; I can't remember exactly the first day of the rest of my life begun but begin it certainly did. And for my wife, Joanna, it also meant a massive change.
I was back in England from a business trip to Canada, to Vancouver to be precise, and I had been back four days since being over there. It was a business trip but Vanco...
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by
Quantarx
on Mar 2, 2020
Transgender & Crossdressers
This is the sixth segment of the Erika story, if you would like to know how we got to this point please go back and read the other chapters. Also I appreciate feedback, comments, and a 5 star rating is appreciated if you think the story warrants it.
***
I slept like a baby that night, I think I was worn out from all the excitement of the day before. Mary h...
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by
mattpantyhose
on Jun 15, 2020
Transsexual
Like all of my other stories this one had been already published on Literotica. You can find it here:
https://www.literotica.com/s/feminine-fate-fulfilled__
For whatever reason Chyoa doesn't include Crossdressing in the category of Transsexual and doesn't have a separate category for that theme. This story does not include any transsexuals, but I considered...
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