Gay Crossdressing In Pantyhose Stories

22,812 results
Orientation
Length
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Infinite Scroll

Older Friend Teaches Younger

by e101beta on Aug 18, 2017
Gay Male

Bob and Alan were co-workers at the local grocery store. Bob was in his 30s, and kept himself in good health. When young Alan came to the store, he could not deny the cute pup employment, and it turned out that the boy was a hard worker. The two became friends quickly. An activity that they shared was exercising. They went weekly to the gym to maintain their...

Job Interview

by BW3 on Aug 18, 2017
Gay Male

We're doing some hiring at my office, and I wish that you applied because I get to do the interviews now. I will lead you back to what I tell you is the office for the interviews. You follow me down the secluded hallway, further and further away from the noise of the office, all the way down to the end. I unlock the door and we enter. It's small and sparse...

Charcoal Ch. 11

by Lillywriting on Sep 14, 2017
Gay Male

Scott started when he realized the skin on the hand he had landed in was warm, he imagined, before he scrambled to the ground, that he could feel a heartbeat. This place was familiar to him in a way that went deeper than his current life. He paused for a moment to collect himself when he was standing on the relatively stable ground. He didn't spend too much...

A God's Propositions Ch. 02

by Poseidon7 on Aug 30, 2017
Gay Male

Sorry I did not publish this earlier, I've been exhausted and so busy. I hope you like the second part!! I'm pretty sure I'm going to do sex scenes as their own chapter and plot scenes as another. I have been thinking hard and the story line will probably be more complex. This chapter is very kinky with quite of a few weird things going on, but I hope you li...

Ready and Submissive

by sr71plt on Aug 18, 2017
Gay Male

"You are too loose, too easily led, Troy. Submissive to about anyone. I don't see how we possibly can go on." Those were Rupert's last words to me. He had nearly run me out of the townhouse in Georgetown after that. We'd been together for four years. It had been a good, symbiotic relationship—or at least I'd thought it was, right up to when he tossed me out...

College Boy

by erikalilpryncess on Aug 18, 2017
Gay Male

I knew I was gay all through high school, but growing up in a town of eight hundred in West Virginia I never really had a chance to explore my sexuality with others. By the time I moved into the dorms at a small art school in Boston I was ready to do some experimenting! My roommate in the dorms was another Midwestern boy who played lacrosse on the schools t...

Mel Takes My Manhood Pt. 03

by RSchwuler on Jan 20, 2020
Gay Male

The next day I slept in. When I finally roused after 10am, my stomach dropped when I saw a text message from Mel. "I enjoyed our date last night Petey. Hope you had a fun walk home. I'll see you soon." There was an attachment, which played a video of him laying me down the bed and fucking me. Mel had made another video of me last night, again without me eve...

Naked Scott Ch. 05

by tattoo_dragon on May 12, 2020
Gay Male

Writer's note: this scenario contains extreme dominance and submission as well as master/slave role play. Just a heads up in case that is not your cup of tea. *** At eleven o'clock on Friday night, there was a knock at my door. My body jumped to attention. My cock started getting hard as I went to let him in. My hand was trembling slightly as I raised it...

A Summer Afternoon

by Henryhiggins on Mar 6, 2018
Gay Male

I wasn't quite sure why I decided to come and visit Alec after all this time. Although we used to be friends, we hadn't spoken in three years. It all changed the night of the party. We had just finished high school, turned eighteen, and it was a Summer of celebration. We were looking forward to new horizons, and the world seemed to be at our fingertips. This...

Jeans

by whineluvr on Oct 15, 2017
Gay Male

I was a college student; I forget the year but a student nonetheless. I was tall, lean and lanky and generally regarded as attractive by both sexes. This was back in the disco era before AIDS when sexual ambiguity and promiscuity were at there height. Late one afternoon, I wandered into a small men's store intent on purchasing a new pair of jeans. There wer...