Boss Spanking Stories

59,514 results
Orientation
Length
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Infinite Scroll

Pauline Submits to the Spanking...

by Tomray10 on Sep 2, 2017
Fetish

Pauline Submits To The Spanking She Deserves Pauline was a country girl and the big city was dragging her down by the day. Every night this week Pauline has got home after 1am and work called at 6am. She was wasting money on drinking and her work performance was suffering because of it also she had been caught speeding twice in three months. If she was at...

Leanne Submits To Being Dirty

by Tomray10 on Aug 19, 2017
Exhibitionist & Voyeur

Pauline was a country girl and the big city was dragging her down by the day. Every night this week Pauline has got home after 1 am and work called at 6 am. She was wasting money on drinking and her work performance was suffering because of it also she had been caught speeding twice in three months. If she was at home she would have been spanked for the late...

Smita's Mistake

by madhav on Sep 26, 2017
BDSM

My phone rings. "Hello, Smita here.... Yes sir, I'll be in your office in two minutes." His voice sounds irritated, even slightly angry. I feel nervous as I tread the corridor to his office. It is unlike him. He is always so kind. He never criticizes me and he always understands if I am ill or late. He is the perfect boss and this job is easily the best I ha...

Lucy Gets Training

by mjar65 on Sep 17, 2017
BDSM

A long time went by before I was ready to tell more of my thoughts. And some of the things I had fantasies about, some of the things I wanted to really happen to me, have come true in that time. So I wanted to come back with more of my story and tell more of the things I have experienced and that I want to happen. Some of this story you are reading is true....

The Spanking Agency Ch. 01

by Ian56 on Sep 17, 2017
BDSM

1: Bottoms for Hire. Thirty-two Winchester Road sat just off the main bypass heading into the West End of London where small businesses and retailers of all shapes and sizes went about their trade. Today was the 20th of November and a steady drizzle fell from leaden skies as the huddled masses of the grand old city went about their daily routines. Inside n...

The Real Boss

by RaineMaker on Sep 14, 2017
Celebrities & Fan Fiction

As Sasha lays at the end of the bed inside her hotel room she hits you with a barrage of text messages wondering why you are so late. "This fucking asshole. How dare he be late, I'm the boss, he should be on his knees begging to get to see me." Sasha mumbles to herself looking at her phone. As you open up the door you feel the buzzing inside your pants a...

Naughty Naomi

by toocold on Sep 19, 2017
Fetish

When people asked Naomi what her job was, she told them that she was a school secretary, which was mostly true. She was a secretary, and it was a sort of school, though in actuality it was the sort of school that she previously assumed only existed in sexy fantasies -- an all-girl institution for ladies aged 18 to 21 who, with complex legal paperwork being s...

The Facility Ch. 05

by spankmehard1984 on Sep 14, 2017
BDSM

Brenda was a 23-year-old bank teller at First National Bank. Her black hair went down to her bra strap and made her dark green eyes stand out even more. She was 5 feet 6 inches and liked to wear small-heeled shoes to make her slightly taller. She had smallish breasts, which matched her tight, round, small bottom. She figured she got her nice ass from standin...

The Perfect PA

by LaurelAspen on Jul 11, 2018
BDSM

Her boss Simon is plotting something, she can tell. Lucy hasn't worked his PA all these years without being able to interpret his moods and expressions. Which, judging by his wolfish smile, is currently distinctly lustful, no doubt why they're the only two remaining staff in the office at 5.30pm on a Friday. She'll have to be on her mettle. On the one hand...

Naughty Naomi Ch. 02

by toocold on Sep 19, 2017
Fetish

This is a continuation of my last story but gets dirtier, so if you prefer toilets to be used for toilet needs rather than panties, this may not be for you... Imagine being sexually aroused at work -- the naughty frisson of your personal excitement sneaking into your professional life for a second or a few moments. Now, extend that -- imagine being sexually...