Sissy Piss Stories

29,113 results
Orientation
Length
Source
Infinite Scroll

Owned by a Ghetto Bitch Pt. 03

by FantasizeAndRealize on Sep 12, 2017
Fetish

For the next few weeks things stayed pretty much the same with Sholanda. She would meet up with me about thrice a week at my house and demand at least four or five orgasms every time. She slowly grew more dominating and I was happy to let her have her way with me. Eating her creampie had become a regular activity that I had to do every time that I came in...

Julie's Collaring Ceremony Pt. 02

by julieaugust72 on Dec 25, 2019
BDSM

Welcome to my branding ceremony...Part 2 At this point I have just been branded. When my Master branded me I passed out and shit myself. I woke up with 2 women, Sue and Barbara, cleaning me and explaining the same thing happened to them when they got branded. What follows is the next part of the story. Enjoy and please send me comments. That is how I will l...

From Her Ex-Boss to her Bitch Pt. 04

by His_fag_wife on Sep 25, 2017
Transsexuals & Crossdressers

This story contains extreme fantasies of Fem Domme, watersports, cock sucking, forced bi, if these aspects are likely to upset you please do not read on. ***** Pete had been taken in by Rachel his ex-employee, encouraged along the way, with a little titillation, a lot of flirting and confessions of her bisexuality. She'd used her submissive Claire to help...

Sissy Gets Used

by Laila2605 on Oct 19, 2020
Transgender & Crossdressers

It was about 2 in the morning when I pulled into his apartment complex. As I drove to the back I could see the spot he was talking about, a big dumpster in an almost completely unlit part of the parking lot, so I did as he said and pulled into one of the parking spots right beside it. As soon as I parked I got a text from him: "Now do what I said." I resp...

Steve's First Adventure Pt. 02

by gbr2004 on Mar 26, 2019
Fetish

Total fantasy. Do not read if not into gay sex, domination and forced fem. ***** After that first experience, things didn't get too crazy like I was afraid they might. I did meet with Daddy several more times in the next couple months. There were more spankings as he taught me it was better to do as told, that if I resisted things would just get worse. He...

Second Meeting with Master Gene

by sissysubTiffany on Jun 19, 2018
Transsexuals & Crossdressers

Friday evening comes finally as this was the slowest week of my life waiting for this day to get here as so looking forward to tonight even though I am still a little leery about becoming a sissy submissive of Master Gene's. I have shaved my entire body and sent pictures for proof as he demanded and now sitting in a pair of my pink with lavender lace bikini...

Unexpected Encounter Pt. 01

by cddream on Mar 6, 2018
Fetish

It was a week night and I received a text from an ex girlfriend I haven't talked to in 2 years. I stared at my phone in surprise when I see her name pop up. My heart kinda skipped a beat and I opened the text anxiously. It was from Molly, she was the first girl I exposed myself to. She knew all my secrets and kinks from our past together. The text simply re...

A Tale of Slavery

by gunnarsub on Sep 17, 2017
BDSM

Once upon a time there was a straight guy who was known by everybody as a well respected fellow. But he had a secret life. Nobody knew that he dreamt to become a feminized slaveslut, seeking an infinite and irrevocable blackmail relationship with a pitiless Mistress who would be prepared to break him with no way out. He wanted the Mistress to torment him n...

Ultimate Sissy Weekend Ch. 06

by SissyTwinkleToes on Feb 4, 2020
Transgender & Crossdressers

Susie wonders if she'll ever get used to the horn honks. The gasps. The shouted comments. The whispers. The cruel laughter. She is stood with her sissy sister, Tinkerbell, in her pink OTT sissy dress she's been trapped in for over two days now, on the corner of the bad neighbourood where she now lives. It's 7:45, and she's been stood in public for almost two...

Julie is a Whore Ch. 05

by Pretty_Sissy_Julie on Jul 14, 2020
Fetish

Ch. 5 I am a sissy cross dresser that has been living as a woman in Madame's brothel for about 3 years now. During that time I have perfected my skills as a cock sucker and a top notch prostitute. I have my own room in the brothel where I live and entertain clients in other parts of the House. My sister, Becca, does not live in the brothel, but whenever she...