Gay Pantyhose Crossdresser Stories

136 results
Orientation
Length
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Infinite Scroll

Stoner with a Boner

by Tahoestud on Aug 18, 2017
Gay Male

Three days ago, my wife passed away after being hit by a car while jogging. She always enjoyed running to keep in shape. I was in a daze all during the funeral not quite coming to grips with fact that she was actually gone. In the hours following the funeral, I returned home with my two young daughters, who along with their friends, stayed in the living room...

Bike Night

by Raptorcat on Aug 18, 2017
Gay Male

Being Bi is not something you let be known when you are a male biker hanging out with guys that party with the Outlaws and other one-percenter clubs. But, Bi I am and have been for my whole life, so I've learned when and where to let the secret out. The club I was riding with at that time would do all of the usual poker runs as well as the weekly Friday nig...

Girl of the Group

by leviathanic on May 15, 2019
Gay Male

I'm Noah, a fem 23 year old guy from New York. I'm kinky, an on and off crossdresser, and I think I'm obsessed with men. I love how they look, their mannerisms, the aura the exude, and the feeling of total contentment I get from submitting to them. A couple months ago, I met a handsome 26 year old dom guy on the internet. He was from Pakistan and I learned...

My First Time Ch. 01

by doctrtic on Aug 18, 2017
Gay Male

He was my first, he was in his 40's I was 20. I worked for him and he invited me over for dinner and drinks. I really was not aware of his interest in me. Michael was just a nice guy. I was kind of a pussy hound at the office,if the ladies were in business attire(pantyhose and heels). I would make a bee line to talk to them. Michael finally approached me...

The Book and Video

by TerriC on Sep 14, 2017
Gay Male

By the time I was 18 I had been dressing in my mom's lingerie for a few years. I had always liked to sneak into her room when she was out and try on her panties, bras, and other assorted lingerie. Her pantyhose were always my favorite though, they felt amazing on my slight, nearly hairless legs. As my passion for wearing pantyhose grew, I took to keeping a...

Third Shift

by TerriC on Aug 18, 2017
Gay Male

"I slapped her tits with my cock, rubbed my balls on her nose, and sprayed all over her face." That's the reason no one liked working with Leo. Not that he was a bad guy, he just had no filter when it came to speaking. Lines like that, to Leo, were as normal as "Good morning," or "Extra sugar with my coffee please." The early fall was the busiest time of...

Married and Gay Ch. 02

by paulsenc on Aug 18, 2017
Gay Male

As the days followed after my initial encounter with Larry, my desire to be with him again grew stronger and stronger. I felt this inner need to express a kinky side of myself that I hoped he would like. I often enjoyed wearing pantyhose as a way of getting off during my many jack-off sessions. I called him several times after our first time to see if we co...

The Joys Of Crossing Over

by Darla Leslie on Aug 18, 2017
Gay Male

It all began back in my teen years in the mid-west when I was just a young, confused lad of eighteen. I was a relatively good looking boy, long blonde hair about 4 inches below my shoulders, 5 feet 11 inches tall, 170 pounds, green eyes with a VERY well endowed girl friend whose body of 38DD-25-36 I enjoyed, admired and envied ---- envied because I'm a close...

Bathhouse Roles

by glory_first on Sep 14, 2017
Gay Male

Arriving right at the bathhouse's opening time on Tuesday, the sky dark enough to think that rain would be arriving soon, the entrance was busy. 5 stacked bundles of the latest edition of a free local gay magazine were outside the door. Going in, before I could mention the delivery, a man with a blue t-shirt that read "I like face fucking - ask me" brushed b...

Sharing Secrets Pt. 04

by Showoff888 on Sep 14, 2017
Gay Male

NOTE: This story entails piss play. ***** Hoshi slowly returns to consciousness and awareness as the wisps of sexual bliss begin to fade. He can feel the warmth of his naked body lying under the warmth of his friend's naked body. He can feel the mass of cooling river of cum that was deposit between his ass cheeks and is making its way down his ass onto t...