Pantyhose Gay Stories

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Anal Sex with Stranger on a Train 01

by SusanJillParker on Sep 19, 2017
Anal

Anal Sex with Stranger on a Train 1 On the way home from work, a man anally molests a stranger on a crowded commuter train. Having been riding this train for years, Peter rode this commuter train every day, twice a day to and from work home. In all the years, never has he ever seen the train as crowded. With nowhere to put them, the train was so crowded...

Hotel Encounter Pt. 01

by Jay876 on Aug 20, 2019
Transgender & Crossdressers

Jay was a 5 foot 10 Indian boy, he has longish hair and he is a little chubby. And this is the story about how he lost his virginity. He was sitting at home browsing through the gay apps. His hand slowly rubbing his dick. Just enjoying the erection. When suddenly he received a message from an older white man. Jay had always fantasied about being with an old...

Straight Crossdresser

by silkstockingslover on Oct 22, 2019
Transgender & Crossdressers

Summary: Guy dresses as a girl on Halloween and ends up performing as one. Note: This is a Halloween 2019 Contest story, so please vote. Thanks to: Tex Beethoven, and Robert for editing. * As I draped the sheer pantyhose onto my legs to finish off my Halloween costume, preparing for a night of cock sucking and bottoming at the annual Halloween men's onl...

The Challenge

by vicw1392 on May 3, 2014
Bisexual

Before you start your challenge, you need to determine who you are...What's next? Male Female Neither What's next? Male Female Neither...

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You Got the Part!

by Checkmate215 on Sep 26, 2017
Transsexuals & Crossdressers

Coming up with the rent every month was becoming more of a challenge. I was a on again off again actor/waiter. My tips were good but I had to supplement them with acting gigs and odd jobs. This was the price to pay for freedom. I had a one bedroom apartment that ran me 1500 a month. I was avoiding taking on a roommate at all cost. I loved my privacy. A frie...

Shemale Beauty: 1st Female Conquest

by silkstockingslover on Sep 13, 2017
Transsexuals & Crossdressers

Summary: 18-year-old discovers her powerful sexual persona. Note 1: This is the first of potentially many shemale stories starring the beautiful seductress Kara... Note 2: Thanks to... Tex Beethoven, Robert, and David for editing this story. Shemale Beauty: 1st Female Conquest Everyone has hobbies. For most people, hobbies can be activities like trav...

A Fantasy in Pantyhose

by jonezn4ph on Sep 26, 2017
Transsexuals & Crossdressers

I always go out to the same bar on Thursdays. The women are hot and long legged and they always wear pantyhose. Like usual, I dress in jeans, collared shirt and a jacket, deck shoes or dress shoes. Underneath, pantyhose. Always sheer to waist, no underwear and always nude. My jeans are long enough that no one can notice that I'm wearing nylons under my jeans...

Biker Bitch Ch. 01

by MicheleNylons on Dec 21, 2017
Transsexuals & Crossdressers

Chapter One: Cassie Cassie woke up feeling hungover, hungry, thirsty, beaten and abused. She was still chained to the billiard table in the Beasts of Burden Motorcycle Club clubhouse. She rubbed her ankle where the chain was manacled to her leg. Her nylon stocking had worn through and her skin was red and bleeding. Had it really been four days? Cassie s...

Backseat T-Girls

by Vennessa on Sep 14, 2017
Transsexuals & Crossdressers

A few months ago I had another one of those hot encounters that only adult film stars/models such as myself seem to have. It was one of those spontaneous, animalistic, “got-to-have-it-now” type encounters. For those of you who do not know me I am a transgender (male to female) adult video star, model and producer specializing in TV/TS pantyhose fetish media...

Cocksucker: Cum Bucket

by silkstockingslover on Sep 25, 2017
Transsexuals & Crossdressers

Summary: Shemale and others gangbang straight crossdressing anal virgin. You do not need to read the first parts to enjoy this story of a straight man's hotel orgy of gay submission. In case you are curious how this straight married man got into this predicament, here is a brief summary of the first three chapters of "Cocksucker": Chris, a married straig...