Sissygasm Bbc Chastity Stories

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Caught in the Act

by taodie on Oct 6, 2020
Transgender & Crossdressers

As you sit watching TV while your wife gets ready for a girls night out, you are not able to pay attention as you just feel your penis strain against the chastity cage. You had been looking forward to this night all week knowing you would have it to yourself. It was during these rare moments where you could fulfill your girly desires you had never dared shar...

Becoming a Sissy Maid & Slut Vol. 06

by Sissy_Chantel on Sep 14, 2017
Transsexuals & Crossdressers

Chapter Twelve: Chantel's day off. Ohhh, and ahhh as I awake and stretch in my bed. Mmm a blissful sleep where I see the clock and that it's actually 10:00am. At first I freak out a little bit as it normally would be very late for me. But I soon realize Master has allowed me a blissful and free Sunday off. I then get out of bed, my butthole is sore from the...

Cockland Island Pt. 02

by Sissyhalo1 on Dec 3, 2019
Transgender & Crossdressers

I knew I was messed up in the head and didn't care. I knew I was getting brainwashed but didn't care the videos, the drugs, the sex. These nice, big, muscular, handsome guys were there eating with us as we shared a table and were being really nice to Jill and I. In my normal life people are just sorta nice, not nice in this way. It was kind of cool and y...

White Boi Learns his Place Ch. 02

by sissyashley4bbc on May 30, 2018
Transsexuals & Crossdressers

I slept like a baby that night after the fucking I just received at the hands of Steve's big black cock. It was hard to believe that earlier that day I was a straight white guy sitting at my desk at work looking forward to a boozy cabin weekend with an old (and some new) friends. Now, I'm being little spoon for a black man who just took my sissy virginity, w...

From Her Ex-Boss to her Bitch Pt. 05

by His_fag_wife on Sep 25, 2017
Transsexuals & Crossdressers

This story includes extreme themes of sissification, interracial domination, watersports, cock sucking, if any of these themes are not your thing, please don't read it. ***** "I think you should have tattoo on your back above your pussy cheeks and another above your little Sissy clit." "But I couldn't do that Master, my wife would see." Amber was almost b...

Cockland Island Pt. 03

by Sissyhalo1 on Dec 23, 2019
Transgender & Crossdressers

I think my dreams that night were pleasant. I was kind of still just transforming back then. But when I woke up, I remember the feeling of my butt plug in my ass was pleasing and that my caged cock was perfectly sissy cute and I was good with that. It was kinda a trip to look in the mirror and see it all. And walking with the plug, sitting with the plug....

Slut

by sissygasm on Jun 13, 2015
BDSM

Time to get ready you glance in the mirror and see...What's next? A nerdy looking virgin A 25 year old locked up A curvy blond slut Shit it worked (Transformation)) What's next? A nerdy looking virgin A 25 year old locked up A curvy blond slut Shit it worked (Transformation))...

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Slavery

by sissygasm on Oct 17, 2015
BDSM

Okay so before you begin on your journey you are going to have to answer a few questions about yourself. A few warnings this story will most likely contain some pretty dark stuff like torture, scat, piss, etc. For anyone who wants to add go right ahead as long as it's spelt properly I'll accept it (and is hot). This story will be set in the fictional city of...

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A Date with Destiny

by StarrOftheNite on Aug 20, 2018
Transsexuals & Crossdressers

Most people like to have a mind's eye picture of what the narrator of a first person story looks like, and since this is a true autobiographical story about my personal quest for gender identification, sexual orientation and self-realization, it's probably important to the narrative, too. Physically, then and now, I'm almost six feet tall, broad shoulders, n...

Lexi's Date

by Sissy_Sammi_ on Dec 24, 2017
Transsexuals & Crossdressers

As Lexi scrolled through the photos of lewd sissies, she felt her sissy cock press against its pink cage. She wiggled her butt against the chair to feel the plug that was in her. She felt the soft panties against her smoothly shaven bum, and smiled her pink lipstick covered smile. She checked the time, 1:23 AM, and decided that she needed to finish up and ge...