Gay Sissy Stories

GayDemon's Stories: On this page you can find erotic fiction where you can read about men dressed and made into girls and sissification.

The sissy within me

By Ed 23 Mar 2015

This straight acting boy/guy has a sissy hidden inside him and is found out about by a friend who transforms him into the true sissy he wants to be.

7.5 (145) 50004 6 Min Comments

The neighbor made me his bitch

By mwmalone 25 Jan 2015

Older neighbor borrows some tools but ends up making me his bitch.

7.5 (476) 132526 10 Min Comments

Sissy slut Gangbanged hard and put up wet

By mwmalone 22 Dec 2014

Total fantasy of mine to be used by several men, even though this has not cum true I hope it will one day.

8.8 (215) 69362 13 Min Comments

Cross Dresser New Sex Friend

By gila Louieville 4 Jul 2014

The guy and sex fun dressed like a girl.

8.3 (64) 14988 8 Min Comments

Special help at a second hand clothing store

By CindyUSA 14 Feb 2013

I met a fellow cross-dresser on line. We agreed to meet at a used clothing store where he worked. He said he had a few outfits and offered to help me try them on.

8.0 (42) 6485 4 Min Comments

I did not know I had a disorder

By CindyUSA 26 Mar 2012

Roger is bi and likes to meet strangers to give them head. Ray is traveling and sees Roger post about free head. Ray wants to have a threesome with a She-male and when his plans change, he convinces Roger to wear sissy things.

7.4 (15) 3919 16 Min Comments

Tricked By A Sissie, Now Made Into A Sissy

By sissybrucie 21 Jul 2010

How I was a tough guy, now a panty wearing sissy.

7.1 (161) 31998 3 Min Comments

Becoming a Sissyboy

By Maikol 1 Mar 2010

I try pantyhose for the first time, enjoy it, get my buddy Corey to enjoy it too and we become sissy buddies.

7.7 (407) 58489 5 Min Comments

My New Pretty Sissy-boi James

By Maikol 26 Feb 2010

James comes over to my place to make some money posing for pictures and finds he enjoys the whole experience very much. At the end he is ready to come back for more.

8.2 (155) 32913 11 Min Comments

Sissy Gets A Drilling at the Army Camp

By cumfusion 22 Feb 2010

"He's oozing fuck out his ass! Look Don, Cyril must have given him one hell of a stuffing!" Jeff had his fingers in my crack and I just lay there .....

8.4 (29) 14826 20 Min Comments

Turned into a Mexican Master's Sissyboy Cockslave

By saltlakecockslave 24 Aug 2009

A young man is forced into a interracial role as a sissyboy for a Mexican Master!

6.9 (70) 21660 7 Min Comments