Sissy Woman Feminization Tumblr Stories

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The White Slave

by mspbottom4black on Oct 6, 2020
Interracial Love

Editor's Note: this submission contains raceplay and femdom content. * Not long ago it was a straight and stuffy white male. it was arrogant and self-satisfied with its white male social and economic leverage and advantages. In the rat-race of white society it suppressed its submissive white side. But from time to time it would slip into daydreams of hav...

Road Dog

by TwistedPanties on Mar 3, 2020
Erotic Horror

It all started with a bit of fun on his road trip. Bryan was en route to San Francisco to hang out with an old female work colleague, as "friends". She was a couple years older than him, 32 to his 29, and she had a great apartment downtown. Of course Bryan had wondered if she would let him put the moves on. It didn't matter if he got to hookup with her or n...

Trust Ch. 07

by noglory on Sep 16, 2017
Fetish

[Is this the ultimate plimsoll fetish sex fantasy?] Chapter 7 -- Saturday night spice It was Friday evening. As I'd had to work late, Emma had come up to town after taking her adult beginners' ballet class to meet me at my office. She looked gorgeous as always. After several weeks of warmer weather it was becoming cooler so she was wearing a black leather...

Short stories and other tales

by Mr_anderson on Apr 22, 2025

I wanted to make a story where I wasn't bound to any premise, so I created this one. Every path bellow is a different story, a different context or universe. Most of them will be one or two chapters long.What's next? Caged lust (chastity) Marked (slutification) The closests friends (unbirth)...

Sissy Suite

by Titlecardpink on Apr 22, 2025

Here you are. The Sissy Suite. You've been waiting your entire life for this moment, saving every penny, every dime, and every dollar you could come across. You've always felt like a girl, always wanted to dress like one, and you always wanted to be treated like one. Your name doesn't matter, it'll be void once you step through that pink threshold. You're 18...

My First Feminization Pt. 03

by npbear on May 29, 2018
BDSM

Startled by a hand sliding under my arm, I jump. The shock brings me out of my sex-induced haze and I realise that they are helping me up, off the cushions, onto my feet. Slowly I tune in to the fact that they're actually talking to me as they pull. "You poor dear," a gentle voice says "they just left you here, didn't they? No one picks up after themselves...

Journey into Feminization Ch. 01

by KneelingNancy on Jul 14, 2020
BDSM

***Chapter 01 - The Beginning Like so many of our beginnings, mine started to what some would call a normal life. I grew up in on the west coast and would consider my family upper class. Both my parents had successful careers and my brother and I had a lot of great experiences growing up (private sports clubs, investment in the arts, etc.). During my chil...

Cyber Sissy Ch. 04

by missvicky53 on Sep 25, 2017
Fetish

Megan rested for a moment, still recovering from her climax. After a bit, she stood and while making sure the butt plug was still deep inside me, closed the zipper in my panties. I was once again trapped in the silken caress of the purple panties, with my "pussy" filled. Megan kissed me gently on the lips while stroking my cheek. "Sleep well my pet, for tomo...

Black Mistresses For Black Sissy

by Samuelx on Aug 18, 2017
Fetish

A lot of Black women in the world of BDSM consider themselves dominant, which is fine, but they seem to cater exclusively to White male submissive types. I take my clients anyway they come, since I am a professional dominatrix. I do enjoy playing with Black men, though. Unlike White subs, the brothers always make you work for it. My name is Shana Drummond an...

Black Sissy For Black Dominatrix

by Samuelx on Sep 1, 2017
Group Sex

As a Black mistress, I totally love it when my Black male Sluts dress up for me. Gleefully I slid my strap-on dildo into Reginald/Slut Gina's ass while spanking him and cussing him out like the bitch he is. The big Black dude is now wearing a frilly pink dress, red panties, stockings, and a wig, and his ugly mug is well-made up. Transforming macho Black truc...