Sissy Piss Stories

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Covid 19 - Pete Turned into Charleigh Pt. 04

by His_fag_wife on Jul 27, 2020
Transgender & Crossdressers

Red unlocked the locks, unclasped the clasps on the box and then popped the lids back on the two bottles of poppers, but popped them in place for later. After this first session being so much of a hit, she thought Charleigh might be in the box for some time, every day for the coming weeks, if the lockdown remained in place for that long. At least then the du...

Goddess Rules Ch. 02

by sub_boi on Sep 17, 2017
BDSM

I take him into my mouth and suck him with My soft, wet lips. When he is near coming, I grab his balls and pull down hard, letting his little cock slip out of My mouth. He moans in pain as My hand squeezes harder on his balls. "Now, My little slut, I have a surprise for you." I go to the closet and pull out a sexy little pink camisole. "Put this on, slu...

Julie is a Whore Ch. 11

by Pretty_Sissy_Julie on Sep 28, 2020
BDSM

This is a story about BDSM and pleasure. Please understand everything done was consensual The scenes are no worse than you might see in the movies. There is no actual "snuffing." All of the women involved savored the experienced and had intense orgasms. This story is for your entertainment only. If you really want to enjoy this story, you need to read Chapt...

The Awakening of a Sissy Pt. 11

by sissyjolie4u on Jul 13, 2020
Transgender & Crossdressers

We had been driving in silence for about 10 minutes, with me reflecting on the changes to my home and the 2 men I was going to be meeting. I was both excited and nervous about meeting with Roy and Ronald. Mistress Di broke my thoughts stating "I think Nikki has done an excellent job with her house transformation work, don't you agree Jolie?" I looked over a...

Spanking Night Ch. 06

by Angelscuck on Sep 14, 2017
BDSM

"On your knees slave!" Mistress Sheila commanded. I immediately fell to my knees in front of the beautiful dominatrix who was standing before me. "Who are you?" she asked. "Your sissy slave," I meekly replied. "That's right slave," she said as she hooked her thumbs into the waistband of her tight mini-skirt and slipped it down to her knees revealing her...

April Fool Office Sissy

by lululuvsblack on Apr 10, 2018
Transsexuals & Crossdressers

"Dear Colleagues This week, in order to help with our efforts to raise money for charitable causes, we have decided to mix up our usual policy of dress down Fridays. This Friday we are instead instigating a "dress up Friday" in which staff are strongly encouraged to come to the office dressed in the office attire of the opposite gender (that's suits and tie...

AliExpress and Sissy Downfall Pt. 03

by His_fag_wife on Nov 2, 2017
Transsexuals & Crossdressers

Tim cupped Emma's arse cheek as they went into the hotel room, stroking her, sliding into the cleft of her cheeks, warming her up a little more, not that she needed it. Charlie didn't notice them come in at all. Not that she could really turn her head with the thick COCKWHORE collar padlocked tightly around her neck. The cords attached to the dildo were als...

My Toy Nancy Ch. 02

by NiceNastyMann on Sep 19, 2017
Fetish

I wake up, sunlight streaming into the bedroom windows. I check the time – it's late morning. Good thing it's Saturday. I look across the bed and see Nancy, she's still asleep. Well, let's see if I can awaken her. "Nancy, time to wake up." I watch as she opens her eyes, and I don't catch that neutral emotional state any longer. In fact I'm catching a lot of...

A Natural Sissy Ch. 05

by harv069 on Sep 15, 2017
Transsexuals & Crossdressers

Author's note: This is a story about a woman turning a man into a compliant, sissified plaything. If that idea doesn't appeal to you, don't read the story. If you like the idea, read on, and don't forget to vote and leave a comment. More will be added if comments from readers justify it. Ch. 05 Stacy's Interlude "Hi, guys. I'm Stacy, and I guess you know...

Home Alone: Day 02

by sissy_boy_stu on Sep 16, 2017
Transsexuals & Crossdressers

Day 02, The Mistress It was 12 o'clock in the office, I couldn't wait 5 whole hours before I got home so I decided to take the rest of the week off. After racing home I ripped my clothes off and dived straight into my sisters panty drawer and took out a pink matching g-string and bra with hearts on. The feeling of them on sent my cock rock hard so that it s...