Gay Bra Stories

903 results
Orientation
Length
Source
Infinite Scroll

Nicole Comes Out

by BlueEyedNick on Aug 18, 2017
Gay Male

In the early days of chatting online, so many years ago now, I used to chat a lot in various kinds of sexually themed chatrooms. More often than not I chatted under a female screenname. I've always had a very strong feminine side and I was good enough to get away with it. Under the various female names I used I chatted with men and women alike. Usually it wa...

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...

Office Hours Ch. 02

by IndianaRealLife on Sep 1, 2017
Gay Male

Walking home from professor Summers' office was one of the most embarrassing, humbling, humiliating and EROTIC experiences of my life. It was about a 25 minute walk through the south end of campus to my dorm and I was wearing only a short pair of blue mesh shorts which I had sweated through and used to wipe up multiple loads of cum. Professor Summers had kep...

Edward My First Pt. 02

by TexasGuy1980 on May 21, 2019
Gay Male

I awoke the next morning, Edward's cock pressed tightly against my ass and his arms wrapped around me. I laid there going over in my head what had happened not just the night before, but only a few hours before. As I turned to see Edward he began to stir and I took this opportunity to slip out from his arms. Standing there alongside his bed, I smiled at Ed...

Old Man Discovers... Ch. 25

by tnwriter on Sep 14, 2017
Gay Male

Last sentence of chapter 24... I'm sorry about this. Leaving Jackie's I couldn't decide what to do or where to go for an hour. Eventually I decided like everyone else to go to Wal-Mart. Using my mental grocery list that was filled with smooth lightly tanned legs and cute school gurl outfit I finally deciphered some non-frozen items on the list and proceeded...

Wife's New Job Pt. 01

by jaygreenx on Sep 25, 2017
Gay Male

All rights reserved -- this story is a work of fiction and remains the property of the writer. Chapter 1 Times were difficult. To make ends meet, my wife had taken a job in a lawyer's office. She had been working on her art for the last three years, but our bills had begun to pile up, and we needed the extra income. I was amazed how quickly she got a job -...

My Gay Crossdressing Vacation Ch. 06

by Flame666 on Jun 9, 2020
Gay Male

I woke up looked at the clock, it was 10 am the sun was out and hot, it was a beautiful day. I rolled out of bed realizing that I had cum all over me, in my hair, in my mouth and leaking out of my boi pussy. I peeled off my 40 D breast forms and headed to the shower. While in the shower, I thought about my plans for the day and the coming night. I remember...

From a Finger to Fucking Ch. 05

by the_apocalypse on Aug 31, 2017
Gay Male

We all went into the front room and Helen took the role of hostess, guiding us to where she wanted us to sit, and getting everybody a drink. She had put Marie and me on the sofa, while Terry and her sat in the armchairs opposite. "Terry get the fucking music on." Marie said, taking a massive swallow from her glass. "Calm down Marie." Helen said. "You'll be...

Co-worker's Man Ch. 24

by rmdexter on Sep 14, 2017
Gay Male

As Claudia ascended the stairs and crossed a raised area that overlooked the main foyer, my eyes were glued to her long shapely legs encased in her sheer black stockings. As I mentioned after meeting her in the sex shop, she was a tall women about 5'-10". With her high-heeled sling-back shoes on, she rose to over 6' tall and towered over me. Her round perfec...

Young Lover

by Belial on Aug 18, 2017
Gay Male

I just had finished my work out. I'm 46, married with three children. I took off my clothes and headed to the shower to get rid of the sweat. When I opened the door there was no one but a boy, 18 at most. I had seen him before cause he visited, as I do, the gym every Wednesday. I couldn't help but to shoot a quick glance at his youthful cock and then took th...