Gay Straight Guy In Stockings Stories

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Curiosity Embarressed the Cat

by Domthesubmissive on Aug 18, 2017
Gay Male

I walked down the road quickly, people were staring at me and judging me. But fuck them, I loved it, what just happened to me was intense and I loved it. This is a true story about how I ended up walking down a busy high street in Hull in a flowery bra and covered in cum. But first, some context.... I've always considered myself a heterosexual, nothing tu...

Sissy Bottom Has a Nite Out Ch. 02

by lostsoul1974 on Sep 14, 2017
Gay Male

Last night, my friend Eric and I had some really hot sex down at the Adult Theatre. Eric had me wear a pair of my wife's panties and I was a sissy fuck-boy for a whole theatre full of horny men. My wife is out of town for the weekend, so we are gonna be as lecherous as two bisexual fuck-buddies can be. This morning, I awoke to the sensation of Eric's hand s...

Jason's Costume Ch. 03

by nylondad on Sep 17, 2017
Gay Male

My wife and Carolyn returned to the house at 6:45 P.M. I wanted to continue with Jason but I decided to keep a lid on things as best as I could. The downside of getting caught had the real potential of being the disaster of all disasters. I remember how Jason looked at my cock spurting into the nylon as he stroked me and I wondered to myself whether he wante...

My First Kiss

by amygurl on Aug 18, 2017
Gay Male

It all started about 2 months ago when a new neighbor moved into the apartment next door to me. His name is Jason, he is very personable and just an all around amazing guy. He is 34, about 6'3" with black hair and blue eyes and we hit it off pretty much as soon as we met. We are both veterans and newly single and we both liked to watch sports on TV, but we d...

A Quiet Country Lane

by HappyHarry1973 on Sep 14, 2017
Gay Male

The nights drawing in early can go against you or it can go with you. On the one hand it's winter and gets cold, but on the other hand all the people who come out to play in the dark are out earlier so you can have some fun and still be home in time for tea! This day, I got ready about four o'clock and left the house wearing a tracksuit and trainers. I drov...

First Experience With A Man Ch. 2

by girlboybootsie on Aug 18, 2017
Gay Male

Leading me into his bedroom, I find the sexy pink corset, panties and stockings that he bought the other day at Frederick's all laid out, on his bed. There is also a pair of silicone "boobs." "I didn't even have time to give it to Jessica, so you can have it. I'll leave you alone while you change. You will need to slip the boobs into the cups of the corset....

Black Cock Worship: A Man's Fall

by silkstockingslover on May 1, 2018
Gay Male

Summary: Straight guard learns of black inmate's power over all. Note 1: This is dedicated to the real Ken who retold this surprisingly largely true story. Note 2: Thanks to Tex Beethoven, thor_ph, Robert, and Wayne for editing. Prologue: I'm the prison guard and Kareem Mwangi is the prisoner, so you would have thought I had the upper hand, and until...

Boytoy

by little sebastian on Sep 14, 2017
Gay Male

I entered the cubicle of the public toilet in my favorite pick up park closing the door behind me, not locking it though. I turned, pushed my shorts down far enough to free my dick and started too play with my hard exited dick when I sensed a movement behind me! Before I could turn a powerful hand clamped it self over my mouth and another grabbed my right wr...

Sex, Drugs and My Neighbour Daddy

by sissymaffy on Aug 30, 2017
Gay Male

I was 18 years old at the time of this story. ***** I was a very horny boy throughout my teenage years and despite being straight, I always had fantasies about getting fucked by older, straight and MARRIED men. I am an average sized guy with a really small dick (like 3 inches) but a big bubbly ass (lots of people mistake it for a women's) and I fulfil my...

Curiosity Fucked the Straight Guy

by silkstockingslover on Sep 25, 2017
Gay Male

Editor's Note: this story contains incest content. NOTE 1: A special thank you to Estragon and Goamz86 for editing this lengthy multi-chaptered journey. Curiosity: Fucked the Straight Guy I can't explain for the life of me when I suddenly became curious. I mean I am 44 and have never found any man remotely attractive. Oh sure, I can tell when a man is goo...