Sissy Toilet Stories

36,221 results
Orientation
Length
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Infinite Scroll

AliExpress and Sissy Downfall Pt. 05

by His_fag_wife on Feb 6, 2018
Transsexuals & Crossdressers

Charlie was deep in it now, being assessed by Miss Bell the beautician before she started work on removing all of Charlies hair below her soon to be plucked eye line. Candice the young pretty petite receptionist was also looking on to deepen Charlies humiliation. "Miss Bell, I'm really tight, but even my little pussy couldn't be satisfied by that little cli...

Butch's Bar Slut

by sissymissyct on Jan 7, 2020
BDSM

(A bit darker than most of my tales. It would fit in gay or nonconsent as well. Gay sex, sissy sex, chastity and punishment.) *** I love this bar, Butch thought to himself as he finished another beer. And why shouldn't he. It had everything a Leather Bear could want. Plenty of hot men in leather, and some women as well. A bunch of trans girls and some siss...

A Night For Romance

by maggie2002 on Sep 14, 2017
Romance

The night was beautiful as only spring nights can be when winter loosens its harsh hold and the soft winds blown and flowers grow. "Damn, I'm a poet and I didn't know it," laughed Sissy Littleton the Editor of the Littlestown News, as she sat at her computer trying to come up with a short story as filler for the Sunday Magazine. She had to be done by tomor...

Subliminal Obsessions Ch. 05

by Sissyhalo on Sep 14, 2017
Transsexuals & Crossdressers

Sarah's right they'll watch anything. Including me sleeping. I don't feel different sleeping with the videos going and listening to everything but that's going to take awhile if at all. I do feel my jaw though and my bum. Sarah and I paid a lot of guys yesterday to let us suck all those gorgeous cocks and then fuck us blissful. I had so much cock in me...

Loaned Out

by Valsslut on Sep 16, 2017
Fetish

Yesterday Lady Valerie loaned me out to her friend. Terrified beyond belief, I drove to a large hotel, rode the elevator up to a large suite and ordered to undo my pants and prove I was wearing panties at the door. I was scared about being scene in the hall worse the humiliation was turning me on so much my clit got hard. Lady Valerie had taken my chastity o...

Sissy Awakening Ch. 03

by Torbjornson on Oct 5, 2020
Transgender & Crossdressers

Standing at the living room window with the windex and paper towels, I teetered on the ridiculously tall Mary Janes. It were as though I were standing on the balls of my feet and toes only. There was no relief. My other pumps felt like heaven compared to these! She said to wash inside and out, and not to miss a spot. That meant I'd have to go outside. It wa...

Goddess Monica's Beta Bitches h. 01

by DonGarciaWallaceIII on Sep 12, 2017
BDSM

Meeting Gustavo Monica Garza's austere, coprolite-like walls, covered with aquarelles of men in tutus and women's swimwear, are sound-proof, and Gustavo must intuit or presume this since, once inside, his voice climbs in pitch in a way it wouldn't in any other of her condo's rooms. In the little kitchen, for instance, he nearly whispered. The tutu- and wome...

The Awakening of a Sissy Pt. 09

by sissyjolie4u on Apr 13, 2020
Transgender & Crossdressers

Mistress Di pulled her car into her garage and instructed me that I was to immediately go prepare myself for the evening. "Remember to douche extra well for your evening time with Tim," she added. "Who knows what Tim might have planned for you tonight Jolie." She said that while winking at me. My mind was full of thoughts as I made my way to the bedroom. W...

My Neighbor's Submissive Ch. 04

by marissacd on Dec 12, 2018
Transgender & Crossdressers

Chapter 4 - Elevating the Game Nothing was easy. When I arrived at my house, I was in discomfort from head to toe. My jaw ached from stretching to accommodate Edmund's cock. My neck and shoulders issues steady complaints about their mistreatment at having my arms stretched above them. My back was sore from bending over so much while cleaning Edmund's house....

Luke Powers: Black Master Pt. 01

by scatwoman on Sep 12, 2017
Interracial Love

(See the "XXX-Women" series, "Misadventures of Mishi" series and "The Perils of Greggie-Poo" for more Luke Powers action!) Here are just a few short "vignettes" of Luke Power's conquests. I may turn some of these into longer, full stories of their own someday. * * * * * "Blushing Bride" Two upper-class preppie white racist snobs getting married. Husband...