Pantyhose Crossdresser Stories

7,420 results
Orientation
Length
Source
Infinite Scroll

Consent Ch. 01

by MicheleNylons on Nov 12, 2019
Transgender & Crossdressers

Author's Note There is another story on this site called 'Consent', my six-part story is totally different. It is a drama that includes the usual amount of titillating sex. The author does not condone non consensual sex and the characters in this story often find themselves questioning the meaning of consent. Enjoy, and tell me what you think. ***** Cha...

The Writer's Secret Ch. 07-08

by AnnMichelle on Sep 16, 2017
Transsexuals & Crossdressers

Synopsis: Loren had no idea what he was getting into when his agent suggested he write transvestite fiction. Nor did he realize how eagerly his wife Stephanie would embrace the idea of feminizing her husband. How far would they go? Chapter 7: Laura Buys Shoes. . . Lots of Shoes Loren rolled out of bed the following morning. He yawned. Despite having sex w...

Backwards in High Heels

by thrillerauthor on Sep 15, 2017
Transsexuals & Crossdressers

I'm told that when I was two or three, my mother dressed me as a girl and took me trick-or-treating with my older sister on Halloween, but I have no recollection of the event. * * * Fast forward ten years, when I was on the brink of puberty. For some reason which I will never understand, I developed a fixation on trying on my mother's high heels. One nigh...

Alex Struggles to Accept who He Is

by Shy_n_bi on Jul 29, 2019
Transgender & Crossdressers

Alex never thought he'd be living in this moment, a desire that he kept buried ‎deep within for his entire life and now a near reality! His eyes locked on her every move as his heart raced like he had never felt it race before and the battle between pleasure and guilt had all but began leading from his mind to the pit of his stomach! There he was, nervousl...

The Hitman Wore Heels

by MicheleNylons on Sep 12, 2017
Transsexuals & Crossdressers

The well dressed man looked with disgust and loathing at the bum rummaging in the dumpster in the dark alley. Tony 'Tough Tony' Provalono had just left Scalini's, one of the best restaurants in New Jersey, where he had tipped the waiter more money than the hobo was likely to see in his lifetime. Tony was dressed in Armani; the gorgeous woman beside him in Pr...

Pink Panties

by DrLuverotica on Mar 27, 2019
Transgender & Crossdressers

It all started with a pair of pink panties. It was sometime after midnight when Jo arrived home from being on-call at the local hospital. She'd received a phone call several hours earlier about a bleeder and had to rush in. Recently her workload had become almost unbearable, but we needed the money so she was working her sexy curvaceous ass off. By the ti...

Driving Miss Michele

by MicheleNylons on Sep 12, 2017
Transsexuals & Crossdressers

This story is fiction; although the placenames used in this story do exist; the events described in this story never actually occurred. Any resemblance to anyone anywhere (except to Michele who is actually me) is coincidental. The story contains explicit sex and violence, and explores themes involving transvestism and non-consensual sex. If any of these them...

Finally a Princess Pt. 02

by fireandlace0533 on Sep 14, 2020
Transgender & Crossdressers

Part two of a crossdresser who loves Disney who has come out to his wife while on a Disney Cruise. New experiences and adventures are ahead. Finally a Princess (Part Two) I woke the next morning around six thirty which was a little late for me. I laid in bed and thought about what had happened yesterday. I had actually spent time in front of my wife Sarah...

Hostess with the Mostest Ch. 01

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

Author's note: This ten-part story stands on its own but introduces characters from my previous story 'Transvixen'. It is not imperative to read Transvixen first but it will provide better context for those who like continuity. There is plenty of sex for those who like sticky fingers but also a decent plot and character development in my humble opinion. I wi...

My First Crossdresser Pt. 01

by Princess_Rebecca1991 on Nov 26, 2017
Transsexuals & Crossdressers

Tempting, isn't it? Being in a room or just being aware of there are drawers filled with lovely, feminine underwear. The kind of feminine garments you have dreamed of wearing for sometime, your fantasy you've longed to make a reality. How could a pair be noticed missing? There are so many and they wouldn't suspect you, not the straight going masculine male t...