Indian Crossdress Stories

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Inaugural Crossdress Sexfight Ch. 03

by danidhotcd on Sep 16, 2017
Transsexuals & Crossdressers

The third match of the season matched me up against another rookie that shared the same name as me. Dani had read my stories on the internet and enjoyed some of my photos on Flickr and wanted a match with me. I guess it would seem pretty enticing as I'm sure he was noticing that I was seemingly now a jobber. I had seen Dani's photos on Flickr as well and we...

A Weekend Getaway To Crossdress In

by crypticguy143 on Sep 13, 2017
Transsexuals & Crossdressers

Hi All, I am 32 years old married guy without any children living in California. I believe I have had the bisexual urges since my early childhood. But I somehow developed a new fantasy to cross-dress in last couple of years. Since then I have been thinking about it pretty much all the time and been trying to explore it. Couple months ago my wife went out w...

She Snuck Me a Pair of Her Panties

by anonymouspeggy on Mar 2, 2020
Transgender & Crossdressers

I woke up on Christmas Eve to the sound of someone knocking on the door. It was after nine o'clock. I was in a guest room in my uncle's basement sleeping in a tee shirt and pair of silky black panties with a red floral print. Next to me was another pair of panties that were stiff with my dried cum. Angela had used them the night before to give me a handjob...

Lady Simran Kaur of Ottawa

by Samuelx on Dec 7, 2020
Interracial Love

"I date and fuck who I want, tradition be damned," said Simran Kaur, and the five-foot-ten, curvaceous young Sikh Indian woman began browsing online profiles. Sitting in her apartment in Vanier, Simran looked for something to spice up her dreary existence. After all, Simran is in college and what better time for a young woman to explore life, adventure and o...

My "Uncle" Caught Me in Pantyhose! Pt. 06

by JHouston on Sep 16, 2017
Transsexuals & Crossdressers

"You will make a hot little sissy in those heels and dress." said a man's deep voice behind me. I was startled. I was shopping alone in a boutique and adult novelty store near my new rented apartment. I had just moved in two weeks ago to be closer to my new college, and, I was picking out a few sexy outfits for crossdressing fun. I turned around to see a t...

Rediscovery

by Nyccd on Jul 10, 2018
Transsexuals & Crossdressers

Summer was winding down to a close. I had just finished my sophomore year of college and decided to take the fall semester off to work and save some money before I continued. I decided to work twelve hour shifts at the university lab to give me some free days during the week on which I could delve into my true desire: crossdressing. Having just moved back i...

Pretty in Pink

by jealouscuck on Oct 8, 2019
Fetish

I always remember thinking how bland men's underwear was compared to women's. In the animal kingdom, the male usually has the prettiest colors. Not so in people. I suppose traditionally, men's underwear is supposed to be functional while women's are fashionable. I was a late maturing kid. I was probably about two years behind some of my classmates. When I d...

A Weekend Away Ch. 01

by SluttyChrissy on Sep 21, 2020
Transgender & Crossdressers

My wife Tiffany had been hinting for a while about my birthday surprise. She wasn't great at keeping secrets, and I normally figured out her surprises in advance only to have to act surprised, but this time she was being super cagey. She asked if I would be able to leave work at noon that coming Friday so I figured we were going out of town for the long week...

Pimped Out Sissy Bitch

by Gemsissy on Jan 12, 2018
Fetish

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit. I glanced at the phone....

Cumming to Terms with Her Pt. 02

by contactsteph77 on Sep 17, 2018
Transsexuals & Crossdressers

2) Balls Deep at the Ball The Halloween ball was upon us. I had recently parted ways with my prudish girlfriend so this horny, bisexual crossdresser with a high heel boot fetish and the most recent increment of the student loan siting in his bank account was going all in. Shiny black leather knee high boots with a slender four inch chrome heel were acquire...