Keptsissy Stories

102 results
Orientation
Length
Source
Infinite Scroll

Mistress Marisa's Estate Pt. 28

by keptsissy on Sep 12, 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... ******************************** He's naked. And he has a beautiful sculpted male body, tight rear end. You love this man's body. You watch it move slig...

Mistress Marisa's Estate Pt. 03

by keptsissy on Sep 12, 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... ********************************* I am on my toes, not up at the top of them but just enough to ease the pain of the stainless steel hook, very cold, thick...

Mistress Marisa's Estate Pt. 14

by keptsissy on Sep 12, 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... ******************************** At his door in just ankle chain cuffs, heels and a pink little baby girl dress outfit, I look up at him. He's a huge man....

Mother Dear Pt. 06

by keptsissy on Sep 13, 2017
Fetish

"I know you hated that. And I'm never going to hide from the things I get a chance to do, pretty boy. Mary won't stop me." She glares at me. "All I have to do is finger fuck her, go down on her until she shakes like a volcano, she won't stay mad at me even if she is. Your mother cums for me and I know how to make that happen. I'm very good at it. And her...

Outed and Married Ch. 04

by keptsissy on Apr 23, 2018
Transsexuals & Crossdressers

I feel the cool air all over me. I'm in his warehouse. It's a huge facility and I'm naked and restrained in the middle of the football field sized room, surrounded by floor to ceiling full shelves of his adult sex toy products. Two other men that stand and watch stare impassionately. One of the men says something to the other man, points to rear end. The bot...

Dominant Wife, Submissive Husband

by keptsissy on Sep 13, 2017
Loving Wives

I came home unexpected, came home early from work. I know my wife has a lover, know who he is. But I have never seen his car and the cars of others in our driveway during the day. And I have never seen them together. I boldly ignored the three cars in the drive. I entered our house and walked up to the bedroom where I heard what sounded like television noise...

Dominant Wife, Husband's New 'Duty'

by keptsissy on Sep 19, 2017
Loving Wives

She sits on the seat in front of her make up table. As she does her eye makeup, staring into the mirror, she talks to me. "Do you want to fuck me?" She leans in, concentrates on her left eye, brushes dark dusting onto the lids. "Yes, Ma'am, yes. I stammer, stare with a shocked look on my face. I'm naked except for a pink ribbon tied around my soft peni...

A New Toy

by keptsissy on Sep 13, 2017
Fetish

I love this view. It never gets old. I watch the top of his head. I see his tasseled brown hair as his mouth moves back and forth on cock. I see the curve of his perfectly rounded baby smooth cheeks, ever so slightly spread by way he arches his back, his butt perched up on top of his heels, his toes dug into the carpet as he kneels in front of me. I hear him...

A Very Good Little Girl, I Am

by keptsissy on Sep 24, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** NOBODY IN THIS STORY IS LESS THAN 21 YEARS OF AGE. EVERYONE OF THE FICTIONAL CHARACTERS IN THIS STORY IS OF ADULT AGE AND CONSENTING. *** "Come on, little boy. Up on the bed, let's go." He stares at me. Sees the slight tears in my eyes, sees the shame on my face. He sees...

His Sissy Bitch Ch. 01

by keptsissy on Sep 26, 2017
Transsexuals & Crossdressers

It started after a transvestite walked into the bar. Sounds like the start of a bad joke but it's not, we were in a party bar after work, me and my boss. My boss and I were having a drink after work; he was more than a little high. An obvious cross dressed man with several friends came in and sat at the bar. 'She' was very cutely dressed, stylish and sexy. M...