Crossdressing Stories

1,097 results
Orientation
Length
Source
Infinite Scroll

Lady In The House - Reprised Ch. 18

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

I decided to end this story a few years ago but I keep getting requests to continue it; particularly from my fans here at TVChix. I have been thinking about it of late and I finally came up with a few ideas to keep the story going. So here it is..........Lady In The House reprised. For those that don't remember; the story ended like so: Steve sat on the e...

The Epidemic

by Nils Huim on Feb 7, 2018
Transsexuals & Crossdressers

Saturday David and Karl were necking on Karl's six-cushion couch. Karl was wearing a pair of his wife Bridgette's lace panties but was otherwise naked. He had a somewhat stout middle-aged build with a barrel chest. His body was unshaved. Up top his dyed-brown hair was thinning. He hadn't shaved that morning, giving his tongue-in passion an outward scratchy...

The Trade Show Pt. 07: Conditioner

by GeorgiaD on Sep 23, 2019
Transgender & Crossdressers

Sorry for the long delay in writing this but Georgia's life has been a bit of a roller-coaster ride recently. xxx ***** The weather was glorious. A perfect English summer's day. Cindy drove us with hood down to Totnes, a lovely and quite alternative town not far from Plymouth. On the way, we talked about everything imaginable. Politics, fashion, hairstyl...

Just Like My Friend

by purekink on Sep 12, 2017
Transsexuals & Crossdressers

I suppose it all started after my friend told me his girlfriend liked to dress him in her clothes before sex. I couldn't quite believe it - he was masculine and muscular, a real man's man. He'd confided in me and I teased him about it unmercifully. I mean, really? Being dressed in women's clothes? That was supposed to be a turn-on? He seemed to think so, bu...

Pretty in Pink Ch. 04

by jealouscuck on Sep 25, 2017
Fetish

Having a lifelong fetish for sexy lingerie was exciting, but my concern was having someone catch me wearing. After my wife, Jessica found out about my stash of women's clothing, I thought my marriage might be over. Her eventual understanding, learning and acceptance of my little kink was a life changer for our marriage and my peace of mind. When in fact she...

Pillow Talk Ch. 01

by MicheleNylons on Sep 11, 2018
Transsexuals & Crossdressers

Chapter One - Half n' Half Michelle Clooney stood on the windy cold street corner; it was gloomy, with most of the streetlights either deliberately broken to mask the street crime or simply blown and not replaced by a City Council that was going broke. The flickering neon signs of the titty-bars, greasy spoons, porno palaces, and sex shops reflecting off th...

Recruiting of a Sissy Maid Ch. 14.5

by Sissy_Chantel on Dec 16, 2017
Transsexuals & Crossdressers

Readers, I am adding another quick short story of tranny girl Bailey hungry for men and cock. Inserting this story between Chapters 14 and 15 of "Recruiting of a Sissy Maid". I hope you all enjoy it. ***** Title: Another T-girl Bailey out and on the Prowl for Men and Cock Story Friday night, I've been feeling a desire to dress up as Bailey all fucking day...

What is Going On?

by dontholdyourbreath on Sep 13, 2017
Transsexuals & Crossdressers

This story is dedicated to Ms. Karen-Anne Brown and all the amazing Nifty transgender writers who wrote mind control stories back in the 90's. I grew up reading Nifty stories and always loved the mind control category so I felt compelled to try my hand at it. I hope I did all the great writers who have come before me a little justice. Please also check out m...

Mamma Mia - Forced Femme

by ppeaks42 on Sep 16, 2017
Transsexuals & Crossdressers

"We need a little more feminine energy around here." The words hung in the air as Tommy's devoted licking of Mia's ass slowed to a stop. "You mean another woman?" Mia hooked her legs behind Tommy's head and pulled his face back into her ass. "No, I mean you, you dumb sissy bitch." Once Tommy finished with pleasuring Mia, she led him into her closet. She...

Kasey's Confession Ch. 01

by KaseyLegs on Sep 14, 2017
Transsexuals & Crossdressers

My name is Kasey. This is the true story of my journey into a life of dressing as a woman, role-playing with men and eventually spending over a decade being sexually submissive to men and being passed around freely between them. My journey began nearly twenty years ago and started at a different place than most crossdressers. I was obsessed with women's leg...