Gay Pantyhose Crossdress Stories

103 results
Orientation
Length
Source
Infinite Scroll

Crissy's Life

by CrissyBGFY on Jan 21, 2015
Gay

You are about to walk in to something quite different. This is a continuation/expansion of various stories about my life that are published on Hentai-Foundry. I have decided to move the majority of them here....and allow you to control where I go and what I do. I'm interested to see people's feedback and to see if there are more people here than at HF. For n...

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Caught

by jx88 on Aug 30, 2017
Gay Male

I worked for years at a place with this girl named Amber. Most everyone else where we worked was very open and social, but Amber and I both kept to ourselves for the most part. I did not know her well, but we were very friendly to each other. She was slightly on the thick side, nice and curvy, with red hair. I was surprised one day when she asked me to watch...

Fun and Games Ch. 06

by jm02201960 on Sep 15, 2017
Gay Male

The next morning my ass, understandably, felt like it was on fire and I knew I had to give it at least a few days to calm down, which I did. The nearly nonstop sex I had recently enjoyed provided me with excellent visual images and the masturbation sessions were amazing. But taking on a cock anally at this point was unthinkable; my body was not used to it an...

Will They Remember?

by thebikinilover on Aug 30, 2017
Gay Male

Another Saturday night and I needed a blow job. I quickly showered, pulled on my new black nylon bikini briefs and set off to my local bar to see what I could pick up. The bar was busy, but no Saturday night bait caught my eye. Half an hour later I was ready to leave when two very drunk studs staggered in and ordered a couple of drinks at the bar. "Two vo...

Sunday Morning Deja Vu

by thebikinilover on Aug 18, 2017
Gay Male

I woke Sunday morning with a nice hard cock which I felt obliged to stroke to orgasm. I love the feel of nylon on my cock and walked over to my underwear drawer to rummage through my pantyhose collection. I decided on a natural shade and sat on the bed to pull them on. I balled up the left leg and placed my foot in the toe. Gently pulling the pantyhose up t...

Pantyhose Seduction

by nylondad on Sep 17, 2017
Gay Male

I was single and aged 26. I had been engaged for two years to a beautiful woman but the relationship had gone stale for each of us. We had lived together in a garden apartment for two years and she chose to move out and was staying with her parents until she could find a new place. I was sad as I missed her but felt relieved with the knowledge that the word...

A Fitting Surprise

by thebikinilover on Aug 18, 2017
Gay Male

I had a wedding of a friend to attend and needed a new suit for the occasion. This was Thursday afternoon and the wedding was tomorrow! Although leaving it late, I was sure I would get a suit off the rack as my size is fairly average. Traffic in the city was heavy and time was tight getting to the shop before closing, but I arrived at 5.20 with ten minutes t...

Solitude Leads to Curiosity

by Creativekink on Aug 18, 2017
Gay Male

Iowa is just about the middle of nowhere. And I was just about stuck there. A few years ago, I was working for an issues group right outside of Omaha in Council Bluffs. To a lot of people, it would seem a great gig. I barely had any accountability, didn't have to report to someone except by phone or email, worked from my office, and set my own hours. There...

Tethered and Feathered Saga Ch. 01

by doctrtic on Oct 15, 2017
Gay Male

I was thirty-one years old and was addicted to pantyhose and nylons. Various girlfriends over the years have indulged my fetish, with pantyhose sex, nylon foot jobs, and some would let me smell and kiss their pantyhose covered feet. Something happened during this time that was mind blowing. I was over at my friend Nick's house. Nick is am openly bisexual ma...

My First Time Giving Oral

by MrJimJim on Sep 15, 2017
Gay Male

Through my tears I watched the neon of the bar get brighter. She had left me, for good this time... All my attention had been focused on other things, including porn, and everything but her. I'm not angry with her, but with myself. That's why a few tequila shots will make me forget... This was the alcoholic amnesia, the whole place filled with men who want...