Punishment Court Stories

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Live to Please...

by KiryusAna on Jan 21, 2020
BDSM

My waking up to a warm sunshine was a special occurrence in Master's room, as the curtains are usually closed, keeping the room dark until I were to open them to awake my Master, however, today was different... because I forgot to close them the night before, due to... well... activities spontaneously sprung on me by Master... I stretched out a little on t...

Transsexual Sex Slaves

by Otaku_Apologist on Jul 15, 2020
Transgender & Crossdressers

With a blank expression, she wept. The cock had a pulse. That pulse echoed from the hips to the shaft to the mushroom head and into her ass. She was a newborn dick girl, and she felt the soft, hard skin of her partner's cock dig into her cum-moist boypussy. Her tunnel was fully lubricated by sweat and foreign jizz. The erect arousal probing her stomach reach...

Miss Guided Pt. 05

by MissMarianne on May 6, 2019
Transgender & Crossdressers

We had a lovely dinner after which Donna walked us back to the new apartment. I decided to make us some coffee while Donna and Charlene had a conversation in the dining room. I could hear everything they were saying. "So, Charlene, Susan has told me that you have been a very bad girl. You were very naughty and need to be punished she said. I am very disa...

Undercover Mistress Pt. 02

by nexomorph on Dec 2, 2019
BDSM

The first part was a bit raw. Sorry, I rushed it a bit. Read it if you want the plot. In this part I cut to the main thing. The series will contain all kinds of BDSM stuff and fetishes Have fun! *** I was in front of woman of my dreams. Aurora. Mistress Aurora. In black corset, garter belts, stockings, black thong, glassy high heel platforms, oriental hair...

Redemption

by CharliMac on Oct 5, 2020
BDSM

Motherfucker. I sit and fume silently as the chaos of the school during lunchtime continues around me. I cannot believe that bastard got the better of me. As the two probationers in the department we should have been partners, working together to make it through our first year of teaching. But no, after the first couple of weeks when the head of the departme...

A Duet

by CharliMac on Sep 28, 2020
BDSM

I parked the car and glanced guiltily around me, but the street was empty. There was still a long line of terraced house right alongside me, with countless dark windows that could be hiding a watching face, but I wasn't going to disobey instructions. I'd learned that lesson. Shimmying my skirt up my hips, I tugged my panties down and off, then stuffed them i...

Pleased to Meet You Ch. 03

by Jackobin on Oct 6, 2020
Mature

[This chapter will make much more sense if you read chapters 1 & 2 first. This is only my second story here at Literotica. I have posted it in Mature, but it could also have been posted in Fetish, BDSM, or Romance. Obviously, it has a range of themes. Everyone in this story is well over 18.] The shy little widow from next door craves punishment and it is pr...

Service Provider Ch. 14-23

by IdeeFixee on Sep 19, 2017
BDSM

Chapter Fourteen — Sunday School When she'd gone to Mass as a teenager on the old Headmaster's orders, Janice had been struck by the appearance of the Father leading the service. He was tall and rough looking, with large, craggy features and recessed but gleaming dark eyes. He had also noted the presence of the gorgeous, sensuous young brunette sitting in t...

Black Snake In The Ass

by er0tic4u on Sep 14, 2017
Interracial Love

Growing up in a small Southern town, the hottest topics Were politics, religion and hot sex but not necessarily in that order. My father, Dan Steele, was the local sheriff and biggest bigot in town. Southern towns had taboos about sex....fucking a "nigga" would mean social disgrace for any woman. A Southern man would guard his white pussy and ass like it was...

Friends with Benefits

by suckprincess on Sep 17, 2017
BDSM

Are you ready for me? A thrill runs though me as I read his text. Always ready I reply. 11 pm the expected knocking on the door. I open to reveal my very drunk fuck buddy standing there in his suit. His jacket lies folded over his arm. He grins as he watches my eyes light up. He knows I have a thing for guys wearing suits it something about that fitted m...