by
classmate1119
on Sep 16, 2017
Transsexuals & Crossdressers
-Author's note-
I started crossdressing in my teens, but coming from conservative South-east Asia, it was definitely my darkest secret for many years. I would often dress in my mother's dresses, and put on her makeup when I was home alone, but I stopped crossdressing when I moved away to start college.
When I won a scholarship to study in the UK, I did no...
- 17,317 Views
- 17 Favorites
- 1 Comments
- 3,130 Words
- www.literotica.com
by
Quantarx
on Jan 22, 2020
Transgender & Crossdressers
This is the third part in Erika and Mary's widening exploration of crossdressing, if you have not read the first couple chapters I encourage you to go back and read those first. also, thanks for the feedback I have received and please continue to rate and leave feedback and comments so I can continue to evolve as a writer.
***
I lay in bed with my loving...
- 13,587 Views
- 24 Favorites
- 8 Comments
- 3,158 Words
- www.literotica.com
by
Sissy_Chantel
on Sep 19, 2017
Transsexuals & Crossdressers
A new story of a sissy's fantasy becoming her reality. But a reality, much more than she ever thought. This will be a multi chapter sissy maid and sissy slut story around Sissy Chantel finding reality of sissy maid and slut life can be more than she bargained for, enjoy.
*****
Chapter One: The Journey Starts.
Well another night and here I sit dressed in m...
- 47,723 Views
- 43 Favorites
- 4 Comments
- 4,022 Words
- www.literotica.com
by
KaseyLegs
on Sep 19, 2017
Transsexuals & Crossdressers
I had been crossdressing for close to ten years. It started as a Halloween costume gag where I shaved my legs, put on a cheerleader outfit and wore a scary mask. After I kept getting compliments on how good my legs looked I continued shaving them and experimenting with dressing in a variety of women's outfits, skirts, high heeled shoes, panties and bras.
It...
- 110,515 Views
- 79 Favorites
- 15 Comments
- 1,963 Words
- www.literotica.com
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...
- 57,976 Views
- 17 Favorites
- 4 Comments
- 2,081 Words
- www.literotica.com
Transsexuals & Crossdressers
I was again dreaming of the night I would lose my anal virginity. It had been such a constant since last 3 weeks. I had been talking to a beautiful CD named Rachel since last 6 months and with the thought of meeting her in person, I had planned a vacation to China where she was living. The only problem that I had here was I was going to be on the vacation wi...
- 15,504 Views
- 8 Favorites
- 3 Comments
- 2,122 Words
- www.literotica.com
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...
- 5,064 Views
- 1 Favorites
- 6,367 Words
- www.literotica.com
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...
- 91,370 Views
- 38 Favorites
- 14 Comments
- 6,791 Words
- www.literotica.com
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...
- 10,891 Views
- 4 Favorites
- 2 Comments
- 1,127 Words
- www.literotica.com
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...
- 169,137 Views
- 60 Favorites
- 6 Comments
- 5,353 Words
- www.literotica.com
Loading...