Boarding School Punishment Stories

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Infinite Scroll

Punished for My Mistakes

by monkeyfrog000 on Sep 17, 2017
Fetish

The Slave, because he really doesn't deserve a real name, although he must have one to be used outside of his private life, came home from work at 2:30. Nothing was different, so he went about his normal and required routine. In the mud room he placed his work bag on the hook, and then neatly placed his brown work shoes on the bottom shoe rack. In his bedr...

Learning the Art of CDD Ch. 04: The Cane

by DonBrown on Jul 24, 2018
BDSM

One of my favorite lessons today, how to hold and use a cane and I suppose the paddle, which I have never used. Poppy had packed 8 canes into the pool que bag I use when doing displays etc. The 2 whippy canes had handles and obviously stuck out of the end. She wiped each one with the surgical wipes I use after every session. Good Hygiene is at the top of my...

Lacey is Born - My First Punishment

by MemphisRaines06 on Aug 14, 2018
BDSM

"I am your Little Girl Daddy - I am yours to Train" "I am your Slut Daddy - I am yours to Fuck" "I am your Bitch Daddy - I am yours to Own" "I am your Queen Daddy - I am yours to Protect" "I am your Wife - I am yours to Love" We were laying in bed, my Daddy and I, discussing our life together. And the experiences that I was going to have, and the world...

The Pain Game Ch. 02

by bustylibrarian on Jul 4, 2018
BDSM

He felt a shift in her weight, and suddenly she was bouncing up and down on his throbbing cock. She must have repositioned her feet, so she could press into them. Every time she raised herself up, that chain pulled up against his sack. Then she would slam her wet cunt down on him. He was teetering on the line between delirious and terrified. Suddenly, the...

Bad Day, Good Pet

by kinkywitch on Jul 31, 2018
BDSM

"Had a bad day. Get your toy" An ominous text. Uh oh! A fleeting thought as the nervousness gives way to excitement. I know the toy he wants, it's my favorite. An app controlled vibrator that he uses to drive me crazy! I turn it on, put it in and immediately I'm hit with powerful waves deep inside, like he's already angry fucking me. I can't cum without pe...

Punishment for Being Late

by wakefield on Jan 15, 2019
Erotic Couplings

It was our first time seeing each other since you no showed last time. I know the sitter had cancelled on you last minute but I was still holding a grudge. I had taken the day out of work to be with you and ended up spending the day with my hand instead. Add to that, now I was here and you were running a bit late. All the extra time though had given me the o...

Dominique

by myker on Sep 12, 2017
BDSM

Note: This story may NOT be posted to any pay site without express written permission by the author. All posts to free sites MUST include this notice! * * * * * I met my Mistress six months ago at the gym. I had just moved into the area, transferring my club membership over from my former location. During my first month at the gym, I admired her stunning...

White Whore Ch. 05

by MistressSea52 on Sep 16, 2017
Interracial Love

“You’ll get your cock bitch, but first we’re gonna give you a bath, and then let these whores eat our black cum from your slutty body. When you cunts get these cocks hard again, we’ll all share you. Use you like the tramp you are.” My master said as another orgasm ripped through my body. The men circled tightly around us again and began jerking their hard...

Punishment for His slave

by taxiforthenewguy on Sep 14, 2017
BDSM

Warning This story may be considered of a sick nature, it has things in it that the light at heart may find disturbing. Knife play and whipping are both featured in my story, but it is also a story of fantasy, its not real, if you might find such things disturbing, or you don't agree with them, please don't read on... she was ashamed, her eyes cast down, a...

Miss Violet Punishes Her Pet

by missvioletspet on Sep 13, 2017
BDSM

That Sunday afternoon Miss had been slowly jerking my cock while she watched episode after episode of True Blood, edging me, making me beg for her amusement then slapping my face when I looked like I was enjoying it too much. When her nails dug into my balls the third time I saw Anna Paquin naked I came without permission. It was involuntary. There was nothi...