Headmistress Spanking Stories

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Devoured By Him Ch. 02

by thecurioussubmissive on Sep 12, 2017
BDSM

Ch. 2: A Night of Play Many Thanks To MrTrek and Generalsmallmountain for their patience and expertise in editing this story! I was kneeling on the floor as He sat in a chair, I was naked, gagged and my hands were bound behind my back, breasts aching and thrust forward from being tightly wrapped in rope, my nipples aching from the weighted clamps hanging...

Pigtails and Packages

by English Lady on Sep 16, 2017
Group Sex

This is part six in my "pigtail tales" series but can be read alone. If you enjoy it, you'll be glad to hear there's more. Thanks for reading! Have you ever tried doing housework in a sexy uniform? I had been instructed to wear my school uniform all day today, so as I'm pushing the vacuum round the living room, my breasts are pressed together and dripping...

Peggy the Pegger Pt. 01

by FreakyBiFantasyGuy on Sep 19, 2017
Anal

This is a work of fiction. No similarity to any real event is intended. All characters are over the age of 18. ________________ It was on a school trip - I was 18, and in my last year of school - that I first met Peggy. She went to a nearby girls' school, where she spent her time surrounded purely by girls. I was taking part in the communal dance, in wh...

A Dare's a Dare

by jetson9 on Sep 26, 2017
Exhibitionist & Voyeur

A couple months ago my husband and I were playing a drinking game with another couple that we are good friends with. After a while we switched from drinking to dares. We mostly were doing flashing and mooning dares. We went through a spanking phase at some point and everybody had their bare ass spanked a few times. I was pretty drunk and extremely horny and...

An Office Memo

by saraceleste on Sep 11, 2017
BDSM

MEMORANDUM To: Mr. McCaffrey From: Miss Morgan Re: Your new assistant. Sir, you directed me to screen applicants for the new personal assistant position. I have undertaken this task with close attention to detail and with great hope that my replacement will prove to be successful in this company. I understand you have a new position for me and that ano...

TwiLight Ch. 02

by Raver_Kitti on Sep 13, 2017
BDSM

The day was insanely clear. The sky was a light blue, small puffs of clouds powdered the horizon. The wind swept up the autumn leaves in an array of brightly colored floating patterns. The large country home smoked from it's tall brick building. A clean black pick-up was the only occupant of the large yard besides a wooden swing hanging from the vast oak. Ev...

Henry's Home for the Summer Ch. 03

by cynthiablaine7 on Sep 12, 2017
Erotic Couplings

This is part of a series. It will make more sense if you read the earlier chapters. There is some reference to bodily functions, so if that offends you, read no further. This story also relates to female domination, so if that bothers you, I'd also suggest you skip this story. All characters are 18 years old or older. ***** Henry, who was 18 and home for t...

The Contest

by Jake_Knight on Sep 17, 2017
Group Sex

"What's your inspiration? I mean, you normally draw a nude here and there, and they're lone models... but this... 'last man standing' work of yours is... eh... different." I was glad I could see the reporter couldn't think straight, barely looking at me; instead, ogling at my work was too hard to resist. But I couldn't explain the source of this work, could...

My Brother's Bestfriend, Tyler. Ch. 03

by Funlovingflirt1 on Sep 26, 2017
Erotic Couplings

This is the third part to this story, the second part didn't do as well as the first and if this one doesn't do so well either, there probably won't be a 4th. Please comment and let me know what you guys think. This is pretty much a continuation of part 2. ***** I stumbled out of the bedroom following the smell of bacon and the sound of Pantera's cemetery...

Cindy and Mindy Ch. 06

by djubre666 on Sep 18, 2017
Fetish

Chapter 6 - Back together I woke up next to the still sleeping Cindy, her pretty face resting calmly on the pillow. Looking down all I could see was the vast expanse of her cleavage. My leg seemed to be wet, I guess that's why I woke up. Looking under the sheets I could see Cindy's cock prostrated limply on the clean white sheets, the great head laying in a...