Gay Harry Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

Craigslist Hookup Ch. 01

by Harry_Balsach on Sep 14, 2017
Gay Male

Probably a little too perfect for a first time but what the hell. It's fantasy, right? I'd fantasized about being with a guy for most of my life. I don't really know why. I'd watch porn and wonder what it would be like to be the girl. Okay, not really wonder. I flat out wished I was her. Wrapping my hands around his hard cock. Stroking it. Maybe even suckin...

Craigslist Hookup Pt. 04

by Harry_Balsach on Sep 14, 2017
Gay Male

Things were going well, both at home and with Will. Our new office in Chicago was growing nicely, which meant I got to make the trip there a couple times a month. Which meant Will and I got to see a lot of each other. Sometimes we were slow and gentile while at other times we were raw and animalistic. Sometimes we made love and other times we fucked. We even...

Craigslist Hookup Pt. 03

by Harry_Balsach on Sep 14, 2017
Gay Male

Life was good. I had just been made a senior partner at my law firm. In addition, we had opened an office in Chicago, which meant my meetings with Will soon became a regular thing. During the months we spent together we started growing close. Our "fuck sessions", as we called them, were starting to include talking and we actually got to know each other beyon...

Craigslist Hookup Pt. 02

by Harry_Balsach on Sep 14, 2017
Gay Male

Things were going well at the law firm. I had been winning most of my cases and was getting a reputation around the local courts as "a force to be reckoned with" as one of the senior partners put it. "In fact," he told me one day, "you keep going like this you could even be a judge some day." "Really?" I asked. "Why not? But in the mean time I need you to...

Tim and Al Ch. 01

by Harry_Ballsack on Sep 14, 2017
Gay Male

This is the first in a series of stories about a bi-curious guy that decides to explore his fantasies with a Master he met online. * Well there he was, in the parking lot, with a bag full of the requested items. Could he do it? Could he knock on the door and really push the envelope of his experiences. He got out of the car and walked into the lobby and a...

Master and Slave: The Meeting

by Harry_Ballsack on Aug 18, 2017
Gay Male

Please note: This is unofficially the first story in a series of stories about Slave and his meetings with Master. It was not a planned series, it just morphed into it. On to the story. The sub stood at the door, butterflies in his stomach. He has exchanged emails, and chatted and even talked a couple of times on the phone but now it was the moment of tru...

Master and Slave - The Road Trip

by Harry_Ballsack on Aug 18, 2017
Gay Male

Day 1: The sub sat in his room with butterflies in his stomach and his heart pounding in his chest. After over a year of chatting and trading emails with Master he was going to finally meet him. Two times in the past they had made plans to meet for a session when Master was going to be traveling in the area where Slave lived but situations came up that forc...

Masculine Magic Ch. 01

by Harry Twist on Sep 14, 2017
Gay Male

Chapter 1 - First Aid Then Man Made There is nothing wrong with finding two athletic college sophomores taking advantage of an empty gymnasium on a Sunday morning. This is especially true if one of the young men happens to be the coach's son, Bruce. He and I met when we were freshmen, and our friendship has become closer with every passing day. I am Harry,...

Taken in the Sauna

by Harry_Balsach on Sep 14, 2017
Gay Male

Don't worry. I promise no one will get killed in this one. It was my first, and probably only, visit to the club. I could never afford to join the place and was only there on a guest pass I had won at a charity raffle. I worked out in the gym for a while, had a couple of drinks in the bar, then hit the sauna. It was empty except for a single man sitting in...

Blissful Evolution, Ch. 1

by Harry Twist on Aug 18, 2017
Gay Male

Blissful Evolution Ch. 1 - Mono y Mono It’s rather risky tacking a label like normal on a teenager so let’s just say that I am an ordinary male that celebrated my 18th birthday almost the same day I graduated high school. I did graduate as valedictorian of my class, and I was awarded a scholarship to State University to study English and creative writing. A...