Gay Bra Stories

903 results
Orientation
Length
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Infinite Scroll

My First Visit to a Gay Club

by girlboybootsie on Sep 14, 2017
Gay Male

One Friday night, feeling courageous I decide to do what I have long fantasized about, and go to a male sex club in San Francisco to lose my virginity. I slip on a pair of shiny pink silk bikini panties, which hug my tight buns and wrap a matching pink satin garter belt with lace trim around my waist. I then roll sheer white stockings with French backseams...

My Dream Solution Ch. 01

by Cyanlot on Sep 15, 2017
Gay Male

[Note: This is a long introductory setup to a multi-part story. There is *no* explicit sex in this first chapter. If you are looking for quick, hot read, move on. This is not it. Things will heat up in later chapters, I promise. --Cyanlot] Chapter 1: When I Hit the "Change of Life" When Massachusetts became the first state to legalize gay marriage, Todd a...

The Backpacking Trip Ch. 01

by lockedinsteel on Nov 21, 2017
Gay Male

"It's what I want for you baby," said Jamie. Her husband, Daniel, was still a little uneasy with the idea. "I know you've wanted to explore that for years and I think that if you get the opportunity you should. In fact, I'm giving you an order. Do it if you get the chance. Promise me!" she told him. "Okay, Okay I get it. I promise, my love," he replied....

My Gay Crossdressing Vacation Ch. 02

by Flame666 on Apr 21, 2020
Gay Male

We pulled into the parking lot, Paul kissed me again and told me that they would pick me up at 9:30 the next night for our date and tour of the gay bars. I got out of the car and started to walk into the resort but noticed that the bar was closed and I was hungry. There is a Circle K about 2 blocks way and I decided to walk over and get some cokes and some e...

Not All Bulls are Young and Hung Pt. 02

by pjd103 on Jun 1, 2020
Gay Male

We arranged to meet during a late afternoon in the same Premier Inn. Strangely Kath looked more confident. It was Paul who looked nervous, his head bowed slightly with eyes cast downward. I wasn't sure if that was a good sign or not. I explained that they were travelling into unknown territory. I aimed my next comments to Paul, explaining that Kath had asked...

Exploring Our Fantasy

by cinnc1967 on Sep 14, 2017
Gay Male

We found his ad on Craigslist. He was coming to our hometown and was looking for a fun couple to hang out with. After chatting with him online for a few weeks, we decided to at least meet him for a few drinks. We figured we should see if we "click" in person. Tonight was the night. I watched you shower and noticed the extra attention you gave yourself. The...

The Other Side of the Window Ch. 03

by EaglesFlyte on Sep 15, 2017
Gay Male

A few days after my neighbor's wife discovered what we were doing she wanted to see him fuck me. She took the afternoon off from work and he came home at lunch time,this was our usual time to be together. I went upstairs dressed in my wife's tweed skirt with a half slip, a white blouse and matching panties and bra. This was the first time I fully dressed up....

Confessions of a Married Guy Pt. 04

by StephanieSeymour93 on May 11, 2020
Gay Male

My wife left town for five nights in spring a couple years ago. This was back when I was trying to be a good boy, staying sober, going to 12-step meetings and at least making an effort to quit porn. But I threw it all out the window when she left town. My binge started when I came home to an empty house on Friday night. Adrenaline surged through my veins wh...

A Favor for My Best Friend Ch. 03

by Verysecret93 on Sep 15, 2017
Gay Male

The first thing I did was try to shave. Everywhere. I hated how ridiculous I had looked the night Sean had made me dress up in my mothers underwear before he fucked me. I was so hairy it took hours. I used an electric razor and it would often get caught on my hair. It was an irritating process but when I was done the only hair I had was on my head and in m...

My Gay Crossdressing Vacation Ch. 03

by Flame666 on May 11, 2020
Gay Male

I woke up. My bra undone, panties covered in lube and my nylons pushed down my legs. I felt as if I had been used. As I became more aware, I realized that I had been used and really enjoyed it. On the first day at the gay resort after getting dressed, I had walked over to a gay bar and been picked up by a nice guy, named Paul, just a bit older than myself. H...