Sissygasm Bbc Chastity Stories

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Cucked by Princess

by Subboi23 on Mar 10, 2020
BDSM

i glance down at my phone, still nothing. i shift in my chair and feel the plug in my ass push in a little deeper. The resulting combination of pain and pleasure causes my cock to strain in its cage. One simple movement and now my ass and dick ache. Such is life when you are plugged and locked in chastity while the woman you worship and adore is out on a dat...

Adult Trip Pt. 04

by cuckcpl4play on Jul 18, 2018
Interracial Love

Master released me from the tree and quickly positioned both hubby and me on our knees next to one another. He handed me a brief and simple contract and ordered me to read it aloud. Obediently I read the contract as demanded. "You have agreed to be Master's dirty married white whore for the remainder of Master's trip, subsequent trips to this hotel where...

Subliminal Obsessions Ch. 02

by Sissyhalo on Sep 13, 2017
Transsexuals & Crossdressers

*Before... She settles into a rhythm hard, steady, deep, hitting my spot inside as I moan and watch the flasher as it shows high speed pictures and all those words and phrases. Sissy. slut, bimbo, be a girl, be calm, be happy, suck cock, be happy, get fucked ne happy, sissy, slut, bimbo, live for men, live for cock, be happy, be a girl, be calm, be happy,...

Sissy Arlene's Soul Mate Ch. 02

by SissyArlene on Jul 10, 2019
Transgender & Crossdressers

Note to reader; This is part of the ongoing story of sissy Arlene. To get a full sense of this Saga, you need to read the 3 parts of "SIssy Wants Her Wife's Boyfriend," and then read "Sissy Arlene's Soul Mate." And now, "Sissy Arlene's Soul Mate chapter 2." ***** I awoke to the smell of coffee and bacon. My first thought was that my wife had slipped out...

Claire's New Start

by Sissyhalo on Mar 21, 2018
Transsexuals & Crossdressers

There's the thick taste of cum in my mouth and my bum has that feeling of being fucked...filled...made love to and last night replays in my sleep along with everything that has found a home in my head. ...Stop lying, start loving that cock inside you. ...You've never been man enough but you can be sissy enough. ...Worship cock like a good sissy girl. ......

Brianna Meets Mommy

by Sissy_Sammi_ on Jan 7, 2018
Transsexuals & Crossdressers

*Disclosure, all characters are 18+ years of age Brian had another distracted day of school. Dreading each minute of each class, desperately waiting for the day to end so that he could get home. During his breaks he would text Rick, asking about his wife and what Brianna should wear. Once the final bell rang, Brian ran home as fast as he could. He didn't ca...

Falling into Being a Sissy

by Sissyhalo on Dec 12, 2018
Transgender & Crossdressers

My name's Sonny and well life's been pretty damned golden for me. I used to be a hockey jock in high school and was a defenseman so I was kinda big and tough and had all the usual good stuff going for me. Middle classed family, decent money for all of that, lots of high school pussy and even more in college. Being a jock in college doesn't prepare you for...

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...

The Inner Slut Ch. 07

by sub2femdom on Aug 22, 2018
Fetish

Chapter 7 - Lexi's Training Two weeks have passed. Amy is proud of Lexi's progress. They've spent about two hours each night practicing makeup, walking in heels, poses, and attire. Lexi even acts more feminine, especially when Mike is around. More than once, Amy has noticed Lexi staring at Mike, specifically at Mike's cock when it shows through his shorts...

Self Destruction

by sissygasm on Jul 12, 2015
BDSM

Welcome to self destruction now lets blow through some quick questions so we can get startedWhat's next? Male Female What's next? Male Female...

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