Gay Sissy Piss Stories

4,102 results
Orientation
Length
Source
Infinite Scroll

You are a Sissy Pt. 05: Master

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello, sissy. Welcome back, princess. Welcome back to our journey through your sissy mind. You will always come back because I am what you want. I am what you need. You need my soothing voice. You need to hear my voice telling you what a fucking faggot you are. You need my voice telling you what a faggot you have always been. That makes you so happy. You...

Time for a Change

by tonyl65 on Sep 14, 2017
Gay Male

Here I am at 30 divorced and moving into my new house, in a new State, with a clean slate. Six months ago I came home from work early not feeling well. I walked into my bedroom and saw a big hairy ass moving a huge cock up and down and in and out of my wife's pussy. Her legs were dangling over his shoulders as she was screaming to be fucked harder. My wife a...

The Hanky Code Pt. 10

by His_fag_wife on Sep 14, 2017
Gay Male

I was still strapped to the bench and completely helpless, the electric butt plug fucking my pussy steadily and the weights from my long extended nipples swinging gently on the end of my huge D size saline injected tits. My moans were steady and constant, those of a complete pig in pure sexual heaven. I was in my perfect place, wallowing in the degradation a...

The Set-up

by drmweaver705 on Jan 29, 2020
Gay Male

All participants are 18 or over. ***** It promised to be a very fine session. Amanda had tested all the restraints and Victor was held firmly in place on the bed. She had promised to fulfil his deepest fantasies today. It was Saturday, they were childless and neither of them had to go to work. They could spend all day in bed. He was naked and his cock was...

A Model for the Life Class Ch. 01

by andy190 on Sep 14, 2017
Gay Male

I had travelled down to King's Cross station alone to start my new course at the Slade school of Art. I was delighted to have been accepted and was keen to start the fine art work. My favourite aspect was figure or life drawing and sculpture and my teachers had praised my mastery of paint as I depicted both male and female forms with no clothes on. I was goo...

How I Became a Sissy Pt. 02

by Yngwhiteboi on Jan 16, 2019
Gay Male

I wake startled and suddenly remember where I am. I feel the weight of Abduls arm on my waist. I gently pick up his arm and lay it next to me. He rolls on to his back, now snoring. My asshole is sore and I have an incredible urge to empty. I slip out the bed, look at the clock, it's only 0530. I creep to the bathroom and close the door. I turn the light on,...

My Time in the Monastery

by brownmonkk on Aug 18, 2017
Gay Male

Brother / Sister/Slave, ("TML") November 1970 "Good loving & Good Scourging" The story of a MASTER and his slave! WOW, "it" finally happened!!! I had had my first sex, and it was with a fellow brother monk in the monastery. It was great. I always imagined having my "first time" with a sexy gal, but nonetheless my first sex was great! I often fantasize and...

The Hanky Code Pt. 07

by His_fag_wife on Sep 14, 2017
Gay Male

Again hearing these words that should have repulsed me, in actuality made me proud, I was serving Master as his pig and doing a good job, the mental transformation was moving at pace. Any doubts or thoughts of me being a man and a straightish one at that had evaporated completely. I tried to think of what time it was and realized that it was probably only...

Ozark Bitch

by oskarwild on Sep 14, 2017
Gay Male

Stranded Patrick let out a stream of obscenities as he kicked the tire of his rental car. The damn thing had stopped running in the midst of a rainstorm the likes of which Patrick had never seen before. It was a veritable deluge and Patrick was soaked to the bone as he tried to figure out why the car had just stopped running. He was on his way from Springf...

PIXIE Sissy Stripper Ch. 02

by EROTICbearscribe on Dec 24, 2019
Gay Male

Sunlight played peekaboo through the blinds and woke Benji from the best sleep he'd ever known. He opened his eyes and breathed deeply. His eyes adjusted to the bright light and he looked around the strange bedroom he found himself in. He noticed a fuzzy pink sweater draped over the back of a chair in the corner of the room. There was also a pair of yello...