Gay Sweatpants Stories

553 results
Orientation
Length
Source
Infinite Scroll

Matt's 1st Adult Physical Ch. 01

by likesgaystuff on Aug 30, 2017
Gay Male

This story is a work of total fiction. Any resemblance to real people, dead or living, is purely coincidental. Certain sexual activities, including BDSM, that may be depicted in the story are only safe in fictional literature scenes. Matt had just turned nineteen and was required to have a physical exam to enroll in college, so he made an appointment to s...

Secretly Filmed

by marq_andrewx on Oct 6, 2020
Gay Male

I don't usually do this. You might not believe me but it's the truth. Last week I was shopping in an upmarket shopping mall in Sydney called the QVB which stands for the "Queen Victoria Building". It was my first time out for ages because of the Corona Virus lockdowns. I've been working from home and so there hasn't been any reason for me to go into the city...

David's Breakup

by sulkingfairy on Apr 3, 2018
Gay Male

I remember clearly the day that my best friend, David, came to me after the worst break-up of his life thus far. A girl he'd known for 10 years, and dated for 3. He came over and I fixed the two of us a couple drinks, and... I don't know who made the move looking back, but somebody did and we kissed. Out of the blue- or maybe not? It was only a little awkwar...

Straight Boy to Bi Bottom Ch. 01

by young7inchfun on Sep 14, 2017
Gay Male

This is my first story. Please feel free to leave constructive feedback and let me know if I should continue. The following is a true story, with minor embellishments, of my first gay experience. Everyone in the story is an 18+ consenting adult. NOTE: if this story encourages you to use Craigslist or another online site, please be safe. My biggest tip is i...

A whore is made

by Red23 on Aug 30, 2017
Gay Male

I've been fantasizing about a gay experience for ages, so i finally decided to do something about it. I met him through craigslist, explaining that I've never been with a man and would like to try it. He said he'd picks me up at mine. I answered the door to him in what he asked me to wear, just sweat pants, t-shirt, shoes and no underwear. "Just have to gra...

My Neighbor's Secret

by Caliber345 on Aug 30, 2017
Gay Male

In my late teens and early twenties, my best friend and I had some very intimate experiences. We both had trouble finding ladies where we lived, and eventually found release with each other. When he moved away, I found myself still fantasizing about men. I ended up having several more incredible encounters before meeting my wife. Tina, an on-and-off-again...

Late Night Surprise Pt. 01

by redboatjeans05 on Aug 30, 2017
Gay Male

It was late. Correction. It was really late. Like going on 3am late. And I was still in the Fine Arts building. There are many perks to being a music major, but late night practice sessions are one of the biggest downsides. It was nearing the end of the semester, which meant juries were soon. Juries are playing exams where each student plays for all the...

The Colonel

by Coxswain on Sep 2, 2017
Gay Male

This is a true story. Only the names have been changed. Many years ago, I was a lieutenant colonel in the US Army, commander of a Special Forces battalion, a married man of 50. We had a son, my military career was on track, and I was due to retire in a short time. The USA was then at peace, the military did only training, and discipline problems were few. Pr...

Life with the DeVals Ch. 01

by nipplelickingood on Mar 28, 2018
Gay Male

Chapter 1: Welcome to the Mansion I generally split sex and story about 50-50, but this opening chapter will necessarily be heavier on plot development than future installments. ***** Twenty-year-old Jason sighed in relief as the warm water of the shower hit his back, stretching and twisting so that the water thumped against every muscle and patch of skin...

Blue Heat

by Acal on Sep 25, 2017
Gay Male

Stress burned through Aidan's body as he shoved the door of his apartment open, his partner following him through the door before he shoved the door shut, the bang was as violent as the tension burning through him right now. He cursed viciously as he entered the kitchen and yanked the door open, and pulled the carton of beer bottles out of the fridge and put...