Pantyhose Gay Stories

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Orientation
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Infinite Scroll

Just a Summer Job Pt. 01

by Sissy_simone on Jul 31, 2018
Transsexuals & Crossdressers

The summer going into my junior year of college, I was frantically searching for a job to keep up with my bar tab and utilities. I was looking more for something at a bar or restaurant for the cash tips, but ultimately ended up only getting job offers from retail stores. I ultimately chose Macy's because of the location and the 60% employee discount. After...

His Son's Teacher Ch. 02

by GillianCD on Sep 13, 2017
Transsexuals & Crossdressers

~ 3 ~ "You...you have a cock!?!" Dave asked again. His date was crying in his passenger seat after giving him the best head of his life. So many thoughts went through his head. She was beautiful, how could she have a cock? Why couldn't he tell she was a he? Did this mean he was gay? She had smelled, felt and her lips even tasted like a woman...so did the co...

To Be a Woman

by cd4girls on Sep 12, 2017
Transsexuals & Crossdressers

I really loved my wife; she was the most beautiful creature I have ever known. Tall, blonde and the longest legs you have ever seen. Debra's beautiful face is framed by her gorgeous brown hair. She was about 5'8" and had a great ass. Her curves were soft and very feminine, not a big chest but nice and perky tits I loved to play with. She would drive me crazy...

Nicole Cashes In

by JanetHarper on May 29, 2018
Transsexuals & Crossdressers

Special thanks to Rip_isback for editing the story and his helpful suggestions. ***** I was staring at the beer in front of me, waiting for it to give me the answer. If it had the answer, it was being surprisingly tight-lipped. I had already checked with three of his friends and all of them were equally silent. The bar stool where my butt was planted was...

A Birthday Love Feast

by EricLand on Dec 12, 2018
Erotic Couplings

Chapter One This is a story that involves an extraordinary true-to-life woman and an extraordinary make-believe after-dinner birthday party. It's a truth and fiction tale. It's about a very special woman who receives a very special outpouring of love and lust – some of which actually happened to this real lady and some of which is a figment of my imaginatio...

What's Your Price?

by Checkmate215 on Sep 26, 2017
Transsexuals & Crossdressers

Growing up poor meant I always had to do without. I was orphaned as a baby and became a ward of the state. I could never seem to catch a break, my life was one loss after another. After becoming 18 I was discharged from foster care with nothing. Now three years later I still had nothing. My prospects weren't good and I couldn't get by on my looks. I was 5'7"...

Kinky Tales: I Pegged my Husband

by silkstockingslover on Sep 16, 2017
Anal

Summary: Wife's discovery of husband's anal toys changes everything. Note 1: This is a Halloween 2015 Contest Story. Note 2: This is one of two different versions of this story; you can read the husband's much shorter version called Kinky Tales: I'm Pegged By My Wife. Note 3: This is dedicated to: The real Chris and Dani who this fantasy is written abo...

Making a Woman of Him Ch. 01

by ElRoylk on Sep 15, 2017
Fetish

"Who's he?" Millard pointed to the slight figured guy passing hors d'oeuvres through the crowded party room. "Chester," John responded, screwing up his face. "He's kind of queer." "I'll say. Isn't it a little late to be rushing?" "Oh, he isn't rushing," John paused to take a swig from his beer. "No...Chester was accepted last fall. He just dresses that...

My Husband, My Life Pt. 01

by xleglover on Sep 13, 2017
Loving Wives

Note: All characters in this story are over 18 years of age Chapter 1 – High School I guess I should start by describing myself. My name's Jen. I'm 38 now, and I've been married 14 years. My husband Michael's 40. I'm blonde, and people tell me I'm pretty. I'm 5'2" and petite. I have smallish breasts -- 32A or B, depending on the bra type. My legs are my be...

A Great Day Ch. 02

by Torbjornson on Oct 19, 2020
Transgender & Crossdressers

- Liam makes a promise - It had been a month since Liam had found Julia's panties in his underwear drawer. She had been placing a new pair of panties in his drawer each morning for him to wear. She had even packed away his old boxer briefs as he exclusively wore panties. He had discovered a love for thongs that he didn't know existed. Julia had done some re...