Boss Spanking Stories

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Length
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Infinite Scroll

A Spanking To Remember

by iser21 on Sep 1, 2017
Fetish

Mary and I have been seeing each other for years. I would say about 7. In that time I have taught her how to spank me. It took me years. I should say I thought I taught her. But you will see. If you have never been spanked by someone that knows, and that is knows, how to spank you, then you do not know what I’m saying. I have been spanking woman for year...

Training Meghan

by Shandy on Mar 19, 2015
BDSM

You are early for work as usual. Equally as usual your secretary Meghan is not yet in. She'd be at least twenty minutes late you think, based on her history. You shake your head in irritation and hang up your coat before sitting down at the desk and checking your calendar for the day. It looks to be a reasonably quiet day, although it is always possible that...

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Marry The Knight Ch. 21

by Zev95 on Jul 17, 2018
Celebrities & Fan Fiction

Ivy nearly passed out the moment she laid her head down. Her brain was too tired of absorbing all that it had taken in. Plot and counterplot and revelation, all demanding to be made sense of. It was too much for her. Too much for anyone. And resolving to be Batman's—Bruce's—it was like a ten-ton load off her back. No more frenetic scheming and then preempti...

A Long Way Home Ch. 09

by dan57 on Sep 17, 2017
BDSM

Chapter 9: Ritu and Naina at Demeanor School From a scenario by Dalhia 57 While Naina was busy preparing herself to receive Peter, Ritu had been on the way to the City center. She was wearing her full school girl uniform and many cars horned to show how much they appreciated her very short skirt, her high heel boots, her very tight white blouse with the ta...

Executive Assistant

by Sman on Sep 14, 2017
Erotic Couplings

Sandra been working as a pool secretary at Logan Distributing Incorporated for just over two months when word began leaking out that the secretarial pool was going to be cut to near nothing because of computerization. The late owner, old Mr. Logan, had resisted stubbornly the idea of relying upon machines to do what people could do quite well, thank you. It...

Awakening of Fannie Ch. 08

by STEVEN VANE on Sep 18, 2017
BDSM

A Day At The Office! (Slut Fannie becomes a sex slave for her boss!) Pt. 1 "Fannie come into my office, Dear!" came the voice over the intercom in a demanding tone. "Yes Ma'am!" Fannie quickly pushes her office chair back from the desk and stands. Looking down she checks her outfit as she smoothes down the front of her short skirt. She walks to the doo...

Doin' the Boss: Again

by RobynG on Sep 15, 2017
Mature

My name is Constance and I am a slut. A good for nothing, cheating husband humping, loose morals slut. At least that is what some of the story feedback came to me after I wrote my first story, "Doin' The Boss", a while back. It took forever to chronicle my relationship with my former boss, but in the end I thought the story was a decent summary of a lot of...

Blind Date with Catwoman

by porneia on Dec 30, 2018
Fan Fiction

[CLICK HERE to go to the vignette story I am currently updating.] “Oh come on.” You mutter as you cancel out the call you were dialing at the sound of the doorman's buzzer in your apartment. Shoving your cell into your coat pocket you hold down the answer button on your digital intercom and answer, “Yes?” “Dr. Anderson, a Ms. Kyle to see you, she says you h...

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Losing My Panties

by Back2egg on Aug 20, 2019
Fetish

My life was in the doldrums ever since I kicked out my boyfriend on his return home from France. The last straw was something trivial, the straw that broke the camels back. He brought me a set of old-style french knickers from some market. "What the fuck do you think I am?" I screamed as I threw them back at him, "But Amber, they're very stylish and retro!...

Wife Humiliates, Hubby's Turned On Ch. 02

by Quietoldie on Mar 17, 2020
Transgender & Crossdressers

Bernie (formerly Bernard) That night after Carol had told me she was going to look for another man to inseminate her Carol took me by the hand to our bedroom and dressed me in the loose bra and panties along with the nightie she normally wears to sleep in. "You can wear them from now on sweetie, I've decided to sleep naked in future. You don't mind, do you...