Sissy Pee Stories

29,966 results
Orientation
Length
Source
Infinite Scroll

Oh, Mr King! Pt. 06

by exaucer on Apr 18, 2018
Transsexuals & Crossdressers

I leaned towards Mr King's fat, hairy cock and sticking out my tongue, lapped softly at the tip of his cock head. I knew not to use my hands. I placed my arms around him and cupped his bum cheeks. While I was lapping at his engorged cock head, I let my fingers playfully rove up and down the crack of his ass. From his reaction I knew he liked me doing that to...

Caught by the Past Ch. 03

by Tomsparty on Sep 16, 2017
Transsexuals & Crossdressers

Chapter 3 - Friends United Previously - When you dressed as a sexy tart for James he showed two sides to his character. Bent over his knee, stuffed with a butt plug and forced to suck his cock. What more could he possibly do?... Read on After sucking his cock you sit on the sofa supported by a fluffy white cushion, shoes kicked off, legs curled under your...

Counselling Changed Our Marriage Ch. 03

by Quietoldie on Dec 25, 2017
Transsexuals & Crossdressers

The fourth joint Interview Emily sits comfortably in the waiting room, texting and smiling. There is no question in my mind with whom my lovely wife is texting, nor much less any doubts about the lewd and obscene content of their texts. Emily looks totally ravishingly beautiful, dressed smartly in her business attire, her generous breasts bobbing up and do...

Mistress de Sade's Sissy School

by spitzharder on Sep 16, 2017
Transsexuals & Crossdressers

My whole body hurt, everything, both inside and out, the pain had brought me agonisingly awake. I could feel the bars of the cold cage I had been thrown into, it had been my home for several months but the beating was new. The other sissies had turned on me, they might be 'girly' but they were cruel, Mistress Kayne had warned me that to disobey one last ord...

Nurse Jenny Lends a Hand

by Emmcee20 on May 15, 2019
Fetish

ABOUT THE FIRST THIRD OF THIS STORY IS BASED ON TRUE EVENTS THAT OCCURRED A COUPLE OF MONTHS AGO. Feeling dizzy and light-headed and clearly reacting to something I'd either eaten or come in contact with, I'd taken a fall and cut my left hand quite badly. It was soon apparent that I was going to the hospital. My son delivered me to emergency and within an...

Ultimate Sissy Weekend Ch. 07

by SissyTwinkleToes on Mar 10, 2020
Transgender & Crossdressers

Ruby is sat flicking through a magazine. Mid-twenties, she's been working in the tattoo parlor since college and is soooo bored. So her face lights up when two sissy dumplings mince into the tattoo parlor. She gasps at their ridiculously effeminate outfits that no woman would be caught dead in. She can't believe they've handcuffed themselves together and loc...

Sissy Housewife Learns to Eat Cum

by tiffanyfoxe on Sep 12, 2017
Transsexuals & Crossdressers

Only a few days after Miss Jennifer agreed to let me be her housewife, she informed me that now that I was "pretending to be a girl" and was required to always be dressed completely as a girl, she expected me to service her the way one girl would service another, with my mouth and tongue. At least three times every day (always in the morning before she left...

Behavior Modification Institute Ch. 08

by NancyPan on Sep 12, 2017
Fetish

It seemed like I was going to have plenty of time to contemplate not only why I was experiencing such arousal at being treated like a helpless infant and a domestic pet, but time to consider my future fate with Kelli. Here I was, diapered and locked in a 4 X 4 X 6 wire dog cage with a solid plastic floor and a doggie bed. I tried to ignore the sensations fro...

Stuck at Home Ch. 02

by grgy56 on Jun 8, 2020
Transgender & Crossdressers

Stuck at Home Ch 2 "Uh... Laura?" I looked back at my girlfriend. I stood there in my bra, panties, stocking and garters and looked for some sort of response or reaction from being found out. I had two outstanding items jutting from me: my hard five and a half inch, uncut erection and my big breast forms. Laura continued to just survey me up and down. I s...

Dominating Ken Pt. 01-04

by oneguy4fun on Sep 26, 2017
BDSM

Part 1: The Online Encounter Story Overview A thread of e-mails quickly blossoms into an erotic relationship of domination and humiliation between Ken and Karena. Karena develops a growing need for power and control while Ken finds himself drawn into a state of submission and inferiority. * Ken anxiously opened his e-mail to see if Karena had responded...