Boss Spanking Stories

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Infinite Scroll

Vanessa's Day at the Office

by MissChristine on Sep 15, 2017
BDSM

I was typing away at my desk when the intercom buzzed, "Miss Vanessa, can you please come into my office?" Before I got up, I pulled out my pocket mirror and smoothed out my skit. I prided myself on my professional appearance, which was obvious from my head to my toes. I was wearing a white satin blouse, with a black skirt, which came to just above the knee,...

What Now, Sir? Ch. 02

by brahmin on Aug 30, 2017
Mature

Yes, I know. I've been the silent partner so far in this escapade. An ex-girlfriend used to call me Mr. T, because she said I was such a tease, so let that be my moniker for now. I'm in my early thirties, an average guy in looks, with perhaps a bit of a baby face, or so some have said. I stay in shape and women generally find me attractive, particularly the...

Doin' the Boss Ch. 08

by RobynG on Sep 15, 2017
Exhibitionist & Voyeur

Well, I just got home and I had to jots down my thoughts. It has been a while since I've written and I know it is overdue, but to tell you the truth I just didn't think I had much to write about. Then there was the events of this afternoon, and on my drive home I realized I had to write things down. It would be a lot easier if my ass didn't hurt so much,...

My Niece Jennifer Must Pay! Ch. 06

by JRob on Sep 25, 2017
Mature

Thanks to Robyn for the suggestion on the topic of this story. She's a wonderful friend. And of course to my niece Jennifer for the motivation to write. * My niece Jennifer was only 19, cute as a button, but over the last three months she'd learn that asking her uncle for help out of a jam was just something family does. What she also learned, though, was...

Diner

by Ashson on Sep 13, 2017
Erotic Couplings

It was early afternoon when I pulled into the diner, the off time for them. A little too late for those wanting lunch and a little too early for anyone wanting an afternoon break. There was a new girl behind the counter and I gave her my order and sat down to wait. The new girl was pretty and young and bubbly, full of smiles. She was quite willing to chat w...

Above and Beyond Ch. 01

by tomlitilia on Sep 25, 2017
BDSM

This four chapter story is completed, and will be posted at roughly one chapter per week. * Jennifer threw her head back as jolts of pleasure and pain burst through her body. Repeatedly, Richard's hand landed on her bare ass, and she felt the stinging sensation melt into a familiar burn. Her stress faded with each blow. She had followed her husband's ins...

Teacher's Discipline Ch. 04

by tom6432 on Sep 26, 2017
Fetish

(This is a fantasy written for fun. All characters are age 18 and over. If you do not enjoy spanking, humiliation and some fetish please do not read, as you will not enjoy the story. Thank you.) The school bell rang ending the Mathematics class I was mentoring. The girls waited until I dismissed them, and began to file out of the room. The second group o...

Spanking New Secretary’s Kink

by welshman on Sep 12, 2017
Fetish

"Discipline, an office needs discipline." she insisted. ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ It has been about two months since her second interview for the position she now holds. Impressing him in both her secretarial abilities (complemented by immaculate references) and her attire, a stylish business suit embellished by a long narrow display...

A Little Extra Insurance

by tony090909 on Sep 17, 2017
BDSM

The start of this story is set in the 1970s, i.e. before email etc * * * * * * * * * "You've got to help me Diane. You're my sister, if you won't help me no one else will." There was a wild, desperate edge to Mark's voice and I bit my lip in concern. He was five years younger than me and I'd always kept an eye out for him. At first it had just been childi...

Dan and Cock Socket Ch. 02

by lecturer427 on Sep 12, 2017
BDSM

Kelly never said anything about what happened that night Dan spanked her and forcefully used all three of her holes, but it changed her attitude and their sex life forever. Her depression seemingly disappeared overnight and she behaved like a giddy newlywed again. She never openly asked Dan to spank her and use her in that manner again, but several times a w...