Boss And Secretary Stories

359,767 results
Orientation
Length
Source
Infinite Scroll

The Elevator

by Enchanttress on Sep 13, 2017
Erotic Couplings

Awakening to the sound of the alarm next to the bed, I realize that I must go into city today. Having a job interview with this big company. Nervously, I think about my endeavor for the day. I had heard that the boss is really stern and strict. That everything must be exactly right, or you will reprimanded. Not even sure that I want to work for such a stri...

Office Power Politics Ch. 09

by PaulHub on Jan 13, 2020
BDSM

Winter was calling and it had gotten rather cold rather quickly. She shuffled in through the glass doors and felt her skin thaw and defrost immediately as she was hit with the buildings central heating. She never compromised on looks, she could handle a little cold for the sake of looking the part of the station she now held. Her knee-high black leather boot...

Office Slave, Obedient Gift

by HeyAll on Sep 26, 2017
BDSM

Sara had a master. He was a director at Cobolt Lansing, a major corporation. She worked for him as a secretary, handling all of his personal and professional needs. When the doors closed, Sara handled his sexual needs as well. It was fate, Sara thought. She got the secretary job on her own merits. She was a hard worker, intelligent, and highly disciplined....

Joy Ch. 01

by changer666 on Sep 13, 2017
Anal

From the first day I laid my eyes on her, I wanted her. When my boss told me I’d get a secretary, I was overjoyed. I knew that from now on, my life would be a lot easier. I of course didn’t know that from then on, my life would be filled with pictures of me fucking my new, sexy secretary. As is it is the only moral thing to do for a married man, I did neve...

Busty Secretary in Trouble

by Fonmaster on Aug 6, 2019
BDSM

Big Breasted Secretary spanked and caned by her Big Bad Boss Nineteen year old Stephanie Tweddle was in big trouble and she knew it. Glancing up from her desk, she could see through the glass partition Mr Thompson, her boss practicing his swing as he waited for her to knock on his office door at the stroke of 5pm sharp. "Oh heck!!" The ticking of the clo...

Taken by the Boss Ch. 01

by LittleLymph on Sep 13, 2017
Erotic Couplings

She wanted him badly. The way he walked, the smell of his perfume, the way his body would stretch under those white clean shirts. And those hands, those sexy hands she pictured holding her body, grabbing her ass and raising her up, lifting her skirt and entering her in one swift motion. Her boss was the epitome of sex. And he was all she desired. For a lon...

Ankle Bracelet

by Winterfrog on Sep 14, 2017
Loving Wives

I'm a plumber and owner of a successful plumbing business in a small Scandinavian town. Not a good guy, but nobody can regard me as a bad guy either. I was lucky in gambling six years ago and won a nice amount on Lotto, which I invested in the plumber business and a nice house. But I was less lucky with my love affairs which usually only lasted a few months...

The Lesser Sex

by Phoenix Arrow on Sep 16, 2017
Fetish

Please say it! Baby, not now. Please, I need to hear it from you. I love you! Again! Say it again! Baby you know how much I love you. I married you for no other reason. And my dick? It isn't too...small? Uh...no honey, it's just fine! You still enjoy having sex with me? Oh yeah, you're a wonderful husband... But do you still want me...inside you fr...

Always Faithful Ch. 01

by BobNbobbi on Sep 13, 2017
Novels and Novellas

Author's Notes: First and foremost, Always Faithful is a work of fiction; no characters depict any known persons. To the best of the author's knowledge, there is no women's clothing manufacturer by the name of Business Lady. This is the first part, about five percent, of a much longer story. I intend to submit successive parts frequently. Since the story is...

Sissy Boy Secretary

by Hotenuf4u on Sep 19, 2017
Fetish

As I sit here in the outer office space of the company CO, I look like an ordinary male secretary. On the inside I'm wearing a pair of pink lace panties, at my bosses request. You see I'm really a sissy inside and my boss takes advantage of this at every possible opportunity. I've worked here for 2 years now and it wasn't always this way. My boss, Elaine, a...