Anonymous encounter: The boy was half my age
By Jeremy Miller 5 May 2022
Imagine the excitement of 42-year-old me when my profile got swiped by a 19-year-old college freshman. I figured out I could teach him a thing or two.
Gay Top to Bottom Stories
GayDemon's Stories: On this page you can find erotic fiction where you can read about gay top switching to becoming a bottom.
Anonymous encounter: Tale of two sizes
By Jeremy Miller 6 Apr 2022
As we compared our dick sizes, I realized there was no way my hole could handle his girth. Now, it was up to me to convince him to try bottoming for the first time.
The German Lieutenant (ch. 4)
By munichguy 31 Jan 2022
Thia is the final chapter of The German Lieutant and his introduction to the world of gay sex. Mikey has a new experience as he flips from top to bottom. It was never intended to be a lengthy story. I hope you have enjoyed it.
Top or Bottom, it’s a win-win situation
By Paul François 20 Dec 2021
Two best friends, one straight and the other gay, have no secrets. When their sexual paths cross, it’s the hottest fireworks display you can imagine.
From Boss to Bitch (ch. 2)
By Daddy Primus 18 Dec 2021
Titan spent a great deal of fuck time with Seth. Dom paired up with Wikling and was mad with Sullivan for doing that.
A Top Takedown: The Galatea Effect
By Kyle Cicero 4 Dec 2021
A take charge writer gets seduced by another top and his own creation.
A Virgin Top Topped: Cherry Mash (ch. 3)
By Rodney Hartfield 6 Mar 2021
Firsts are always special. And with Dan, the “firsts” just kept coming. What I thought would be a reenactment of our first night turned into much, much more. I threw my leg over his abs and settled my ass on his rod, forcing it deep inside me once again.“It’s called ‘the cowboy’”, he said with a grin. I didn’t really care. All I knew was that his hard, thick cock felt so good up my ass.
A Virgin Top Topped: Cherry Mash (ch. 2)
By Rodney Hartfield 27 Feb 2021
Firsts are always special. It had started innocently enough. When I had gone to paint one of Dan’s bedrooms, Kyle was there instead of Dan. Up until then, I didn’t know Kyle even existed. A roommate? A partner? A husband!? I wasn’t sure. But it led to my first three-way and first spit-roast.
A Virgin Top Topped: Cherry Mash
By Rodney Hartfield 20 Feb 2021
Firsts are special. That first kiss. That first blowjob, whether given or received. That first time to Top a guy or a girl. But for a Top to spread his legs and open his virgin ass for the first time…??? This is my (true) story of when my virgin Top ass became Cherry Mash. And, that first time was not just special…It was Fantastic!
Ouch! (ch. 4)
By DJ 20 Dec 2020
Alec has an unexpected visitor at night. Terry has made a decision, but can he get past being a top enough to now be a good bottom? Let's see....
A Top's Transformation (ch. 2)
By Ryan Rizzler 10 Apr 2020
As Dan winds us both up, he changes right in front of my eyes. And so do I.
Top to Bottom (ch. 2)
By Apache Boy 4 Aug 2019
Billy was gay, relatively "straight-acting" and hadn't been laid for weeks. He was usually a bottom but liked to think of himself as fully versatile.
Top to Bottom
By Apache Boy 11 Feb 2019
A cocky arrogant straight muscle top gets taken down and turned into a breeding hole for those he used to humiliate. The ultimate nightmare for a proud stud jock as he gets his comeuppance.
Memoirs of a Total Top
By Parker Young 28 Nov 2016
I used to be a Total Top. I also used to be human. But that was before I met him.
Memoirs of a Total Top (ch. 2)
By Parker Young 28 Nov 2016
He prepares me to surrender my hole - enthusiastically and proudly
Memoirs of a Total Top (ch. 3)
By Parker Young 28 Nov 2016
I learn how two men alone can fuck and be fucked at the same time
Confession of a Bodybuilder
By Jacques 19 Aug 2011
I unbuckled my leather belt, unbuttoned my Levi's and drop them to the floor. There was no sound in the locker room. Cody was just staring at me for a few seconds then his eyes started to scan my hot muscled body at an alarming speed from top to bottom and back to top. Every time his eyes crossed over my shaved dick and low hangers, they stopped for a split second.
Bruno gets a Top to Bottom Job
By cumfusion 11 May 2011
Every time he tried to struggle his buttocks parted a bit more so I was able to dribble saliva in his open slit and down to his cherry. Billy drove his pink stiffy straight into Bruno's man-cunt.