Sissy Piss Stories

29,113 results
Orientation
Length
Source
Infinite Scroll

Cucky Trained by CD DOM Pt. 03

by sndycd on Sep 15, 2017
Transsexuals & Crossdressers

"Gather your things, it's time to go." "Yes mistress." You got yourself together but I told you not to clean the cum off your face so you walked out of the theater and out of the store looking like the cum soaked whore you are. As we walked out I said, to no one in particular, "I hope you all enjoyed my whore. She'll be back." Another two block walk bac...

My Toy Nancy Ch. 03

by NiceNastyMann on Sep 19, 2017
Fetish

I overhear Nancy ordering Mark around, telling him to make sure he has his car keys and wallet. She takes great delight in reminding him of the consequences if he embarrasses her in public. The two of them head out of the apartment and on the way to their shopping trip. After they're gone I get my phone and dial Marge, an old friend of mine. After a few rin...

Stevie's Journey Ch. 02

by gbr2004 on Oct 7, 2019
Fetish

I sleep soundly but finally wake up and realize it's almost nine o'clock. I get up and take a shower. The hot water feels so good. I get dried off and go over to the dresser and open the top drawer and there are several pairs of panties in the drawer. I pick out a red pair and slip them up my legs. They feel so soft as I pull them up. I reach in and tuck my...

Sin of Vanity Ch. 01

by Belongs2Beth on Sep 12, 2017
BDSM

Author's Note: This story continues the story of Vance, Marcia's friend introduced in "Marcia Goes Back to School". I have made an effort to make sure that this chaptered story can be read as a stand-alone or as an episode in a continuing series of stories set in the fictional town of Torquay, Connecticut. Readers of my earlier works will be familiar with Mi...

Sissywife Humiliation Action

by Cocktopia on Sep 15, 2017
BDSM

The dyed-black haired girl, mistress of this dungeon, was covered in large colourful flower tattoos, her hair cropped in an uneven fringe around the shaved sides of her head. Her nipples, clit, eyebrows and nose were pierced and threaded with simple silver rings which glinted in the dungeon's harsh light. She was very young and very pretty but her sex appeal...

Mistress Kate Pt. 03

by corduroysissy on Mar 14, 2018
Transsexuals & Crossdressers

Jordan was in a daze. He was dressed in full drag with his face made up pretty and the feeling of sissy submission was wonderful, he hadn't felt it in a long time. Everything he'd experienced since ringing Kate's doorbell excited him tremendously, and even though her demand that he be a cock whore for all her slaves was disconcerting, he felt thrilled to be...

Casey's Submissive Journey Pt. 02

by corduroysissy on Dec 14, 2017
BDSM

Debbie's eyes bulged when he looked up at Angelina, and his best friend smiled back at him. "This is my Angie, Debbie, he wanted to watch you cream his jeans." Looking through the make-up and wig he could barely make out the face of his young buddy. Casey was blown away by how good Jamie looked as a girl, he was pretty as all hell. The make-up looked perf...

Casey's Submissive Journey Pt. 09

by corduroysissy on Jul 17, 2018
Transsexuals & Crossdressers

A day With Dorothy -- Part One - The Players Casey -- Submissive closet sissyfag with a corduroy fetish, owned by Karen. Karen -- Wife/Mistress to Casey and member of the Lady's Club. Julian - Submissive closet sissyfag owned by Dorothy (Dottie) Dottie -- Wife/Mistress to Julian and member of the Lady's Club. Maxie -- President and founder of the Lady...

The Prostate Exam Pt. 05

by His_fag_wife on Sep 18, 2017
Transsexuals & Crossdressers

Since giving himself away in his first prostate exam to his Dominant Doctor Megan he had been prepared for use by an old Master, now Sissy was on her way to be used. Sissy was breathless as she read the text from Master V, she looked around the small airport to make sure she didn't know anyone, whilst she was looking at her texts. Thank goodness she didn't....

Balls On The Line In City Trading Ch. 02

by gomorrah on Sep 16, 2017
Transsexuals & Crossdressers

So with much apprehension, I turned the handle on the blue door. Stepping through, I struggled to adjust my eyes to the brilliantly white light streaming out of the other side. I raised my hand to try and filter the glare, and heard the door click shut behind me, and then double-click again. Instinctively, I tried for the handle on my side, but there was no...