Gay Crossdresser And Sissy Stories

22,816 results
Orientation
Length
Source
Infinite Scroll

A Night Out

by kappacino on Aug 18, 2017
Gay Male

Being married my "men on men" relationships have always been limited to the odd fumble in the back of a gay cinema or in a romp in a sauna. Occasionally as I got older I answered an ad in a contact magazine, for an evening session. But I never managed to stay overnight and one of my longings was for an evening of sex, sleep and then more sex as my partner re...

End of the North

by Heronimus on Aug 18, 2017
Gay Male

I'd really appreciate comments on my stuff -constructive or anyhow. * I used to work for the federal government, doing construction and maintenance on radio towers for the Department of Transport. A couple of years ago they privatized the whole section, and I ended up with the choice between working for whoever took it over or taking the work myself. Well,...

Changing Sides

by yugong on Aug 30, 2017
Gay Male

If I was honest I would admit that my wife was always the more adventurous of the two of us, both in life and in bed. She was the one who decided to sell up and move the UK to Spain. She also made most of the decisions about where we would settle and what she would do when we were settles. I had started a small online consultancy business about ten years ago...

Perfect Imperfections Ch. 04

by walec on Sep 14, 2017
Gay Male

Okay so this chapter might appear confusing at first, especially if you have never read Chapters 1 and 2. Alec and Brandon were 18 then. I am really experimenting with different ways of writing and this is reflected in the timeline and the different perspectives. Enjoy and please keep the comments flowing! PS: Yes, I do understand Japanese. No Google Transl...

Martin's Hundred

by sr71plt on Sep 19, 2017
Gay Male

March, 1622 Wolstenholme Towne, Virginia The unseasonable warmth that early March brought James West to the holding pool of the stream leading down to the river. James was a young settler in the royal grant English Virginia Company's Martin's Hundred holding on the Virginia peninsula east of Jamestown. As far as he knew, he was the only one who knew about...

Journals Of The Not So...

by Funk You on Aug 18, 2017
Gay Male

Journals Of The Not So Rich & Famous CHAPTER ONE I had a gig with my new band, Megabias, at Revolver on Saturday night. Now, this was a big night for me, in any event, but never did I think that it would also be the first time I’d ever be unfaithful to my girlfriend (recently become wife) of 8 years. It was also a bit of a surprise that it was with a man....

Las Vegas Steve

by overthebow on Aug 18, 2017
Gay Male

I was in Las Vegas for a conference and decided to check out a gay night club. I had been divorced for about six months and wanted to see what sex with men was like. I had groped and been groped once before in an adult book store when I was 18 and then I ran like hell. I had fantasized about it a lot while masturbating but had never done anything about it. M...

Almost Brothers Ch. 05

by LoboF150 on Sep 14, 2017
Gay Male

A week later, Rusty and Cooper were fucking. Rusty slammed into Cooper and came with great intensity. Cooper lowered his legs and held Rusty inside him as their legs intertwined. "Damn, Coop. That was a good as the first time, man." "Mmmm hmmmm." Rusty rolled off of Cooper. He moved to lay on Cooper's shoulder with his thick bicep near his lips. Rusty kis...

A Change of Heart for Leander Ch 06

by RobMontague on Sep 19, 2017
Gay Male

[[Some back story in italics. Hope you like it.]] The classroom was noisy with the excited talk of children. A new term had started and they were all catching up on what they had missed out on. Gossip was being swapped, rumours already starting and girls were fawning over some of the boys at the back. Frank Falmer, Jason Biggs and Nile Rosenthal were three...

After the Date

by KeithD on Sep 24, 2019
Gay Male

"Some of these vids are really good. You say all the guys are amateurs and they all signed wavers." "Yes, all signed. Everything legal. IDs checked and rechecked," Ermano Nunez said. The two men—the Cuban-American Nunez and the rep from the major gay male porn site—were sitting in the living room of the downscale Country Inn and Suites one-bedroom unit near...