Sissy Doll Stories

23,968 results
Orientation
Length
Source
Infinite Scroll

Owned by a Ghetto Bitch Pt. 03

by FantasizeAndRealize on Sep 12, 2017
Fetish

For the next few weeks things stayed pretty much the same with Sholanda. She would meet up with me about thrice a week at my house and demand at least four or five orgasms every time. She slowly grew more dominating and I was happy to let her have her way with me. Eating her creampie had become a regular activity that I had to do every time that I came in...

Becoming a Sissy Maid & Slut Vol. 14

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Twenty Three: Sissies at Work, Sissies as Sluts at the Farm. 4:00am and the alarm clock goes off. We three sissies must wake and begin our day of long, hard labour of degrading sissy maid and sissy slut work. Off comes our sleeping lingerie and soon three naked with only our chastity devices dangling on our sissy dicks we must quickly and together s...

Secret Makes Him a Cuckold Bitch

by Subkoksukr4u on Jul 29, 2019
Fetish

Getting caught doing something kinky or sexual for some people is a turn on, for others it's humiliating. There's lots of different variations. Like when you get caught doing something with another person or get caught doing something by yourself. Anyway way you slice it, getting caught can be embarrassing to some degree. This story is about someone finding...

Daddy's Little 'Girl'

by keptsissy on Sep 16, 2017
Transsexuals & Crossdressers

The noises he makes, the sound of it all, it's my favorite part. I love the feel of him in my hand but to hear him moan, grunt, make all the 'man sounds' men make when they are being driven sexually crazy makes my little thing wet. The slippery sound of him sliding back and forth through my hand, I love all of it. Masturbating him is one of the most erotic...

Sissy Boy Secretary Ch. 07

by Hotenuf4u on Sep 19, 2017
Fetish

Elaine and Tammy had been friends before the unfortunate divorce and still now maintained a good friendship. After all, it was Elaine that helped her get a job as an executive secretary during all of her school breaks, including throughout the summer break. Tammy had known that the company Elaine got her the job at was also Elaine's biggest competitor in the...

Mistress Marisa's Estate Pt. 21

by keptsissy on Sep 15, 2017
BDSM

I am one of several slaves my Mistress Marisa keeps in her household. I am completely owned as are the other slaves that serve her. These episodes are written with her permission. It is my, our story... ******************************** As I enter your bedroom I see the box on your bedside table. THE box. My face flushes. You are at your makeup table, che...

Mother Dear Pt. 14

by keptsissy on Jul 11, 2018
Fetish

"Hold that skirt up like a lady! Show a little dainty elegance. And push that hip out like I taught you to do. Sometimes I think you don't listen when I talk to you!" She is kneeling in front of me adjusting the lace on the top of my panties. They are down around my ankles displayed over the tops of my 3" spike heel thin little ankle strap shoes. She adjust...

PIXIE Sissy Stripper Ch. 04

by EROTICbearscribe on Jan 20, 2020
Transgender & Crossdressers

Author's Note: There is a category switch in this chapter. The beginning chapters can be found in GAY MALE. Seeing as what happens in this chapter, the new category is TRANSGENDER & CROSSDRESSERS. ***** THE PINK BOY was located in the warehouse district across town in an eclectic area known for its nightclubs and specialty bars. Within a six block radi...

Ginger the Living Sex Doll

by njcaptionlover on Sep 16, 2017
Transsexuals & Crossdressers

Growing up I've always felt like I was born the wrong sex. That I should have been a girl rather than a boy. However, living in a traditional family where I was made to suppress these feelings. The majority of my teens were spent trying to be boy and not the girl I wanted to be. After turning 18 years old, I moved out of my parents' house and decided to li...

The Visitor Ch. 07

by Leanne_sissy on Sep 26, 2017
Transsexuals & Crossdressers

Thank you for all your support and comments on my story so far. ***** Whimpering, my face on fire, my body quivering in an almighty panic of humiliation, I had no choice, I needed something to hide behind, something to cover my glaring nudity with. I put on the flimsy sheer baby doll nightie and it's panties in a trembling nightmare of impending doom, the...