Gay Tights Crossdress Stories

168 results
Orientation
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Infinite Scroll

Just a Quickie

by Glenda100 on Aug 18, 2017
Gay Male

I was away from home. Work had suddenly sent me to Liverpool (I live in Surrey) so I hurried home, packed a bag and hopped on a plane. I arrived at my hotel, threw my bag in my room and went to the office. I fixed the most pressing problem then left for some dinner, saying I'd be back in a few hours. Back at the hotel I unpacked. I guess I should point out...

Carnal Encounter

by alexcarr on Aug 18, 2017
Gay Male

It is simply magic with Pete. We have that perfect liaison, a relationship to die for and he serves me like a Prince with his showgirl although I am of the same genre, it is nice to think of it that way, I guess because he brings out all the feminine hormones in me, those few all males have and vice versa, but some more than others. But certainly Pete brings...

Ballet School Ch. 08

by BigWig69 on Jun 3, 2019
Gay Male

When we left the club it was morning, early, with the sun just beginning to come up. I could barely walk. Jim and Atlas, helped me to the car. They had fucked me all night. I was almost delirious. We got to Jim's car and Atlas helped me into the back. He laid me down on the back seat, came close to my ear and whispered, "Call me Chris. This isn't good for...

Finding Tim

by alexcarr on Sep 14, 2017
Gay Male

Meeting Tim changed me, my life and everything. You know how it is in life, one just-folks the sheep generally unless you are one of those extraverts that stand out from the rest. Tim is certainly that and more. He is a local big noise who is the president of this and that appertaining to all matters political and is one of those guys who has an answer for...

My First Time

by CrazyBlade on Apr 3, 2019
Gay Male

One of the most important things that have ever happened in my life was the first time I was ever with a guy in a situation other than just friends. It is probably one of the most difficult things to deal with when you realize that your sexuality is something other than the “status quo”, something a little out of the ordinary and, in my case, my feelings of...

Simon And Sam's Second Weekend Pt. 03

by thameswatcher on Oct 6, 2020
Gay Male

This is the third part to this weekend series, it's in the gay male section and has elements of incest and older and much younger, so if that's not your thing then please pass gently on. I welcome comments and votes and emails too but if you can please be kind. ***** Sam and his wife lived next door to Simon and his Mum and the two women were nurses up tow...

Making it Stretch

by alexcarr on Aug 18, 2017
Gay Male

I could tell Roger was getting agitated with me. "Will you just stop gritting your teeth when I am trying to fuck you?" I didn't realise I was doing it but his efforts were hurting, even though he had dowsed me with K-Y jelly. I guess his patience was getting a trifle short because he couldn't get his regular fuck of me. Well it had been a few months sinc...

Being with Kevin Again

by alexcarr on Aug 18, 2017
Gay Male

I want to be with Kevin again and again, It was he who brought me out in the most dramatic and thrilling way, when I felt that first taste of pure unadulterated cock enter my being like a fast piston engine, breaking my virginity right away and consoling my inhibitions. And he'd prepared me in the most delightful way, making me realise I was gay.. All those...

Old School, New Lessons

by LeathermanCraig on Aug 18, 2017
Gay Male

My stomach was churning and a headache was starting to form just above my eyes. Nearly 20 years later, that building still gave me fits of trepidation: Bradford James High School; home of the Fighting Navajos. Of course, here's a tip for the people that name schools and figure out the mascot names: think like a high school kid. Going to school at Bradford...

Silk House Pt. 02

by jaiunus on Mar 12, 2019
Gay Male

Even though Toby and I were fully confident Mr. Doherty was deviously playing matchmaker with us, it didn't stop our play from turning to actual panic when, across the house, we heard the familiar sound of keys rattling. Conveniently, after a few hours of rollicking about I was still somehow free of wearing spandex gear—Toby liked to hold it against me after...