Boss Lady Stories

105,242 results
Orientation
Length
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Infinite Scroll

Fresh Milk for Christmas Ch. 02

by andros989 on Sep 17, 2017
BDSM

Whoever it was at the dairy door is gone now, the dairy boy comes back and gives Jan a long hard kiss with his tongue playing with hers. Then he suddenly brings his hands to her head and covers her eyes with something, then grabs her hands and secures them behind her with what feels like plastic zip ties. Before Jan can ask why, he tells her his boss saw wha...

Sexploits Ch. 06: Rene

by dpingjessie on Sep 18, 2017
Mature

Five years ago, I received a phone call from a woman, whom I will call Rene, to set up a job interview with me for a position she had open in her department. I met Rene a few days later in her office, and if you had told me then what this woman would be to me just four years later, I would have never believed you. At the time, I was just looking to land a jo...

Manipulating Jenny Ch. 01

by BeamMeUp on Sep 18, 2017
Exhibitionist & Voyeur

Dear reader: This story starts a series of real life erotic adventures of a superbly attractive 18 year-old prick teasing office girl in a big city. Jenny actually existed in such a job some years back, but in different name and the exciting adventures ahead happened as described, only with various embellishments to enhance your satisfaction. The author know...

Bad Luck at Work Ch. 02

by Jappio on Sep 16, 2017
Exhibitionist & Voyeur

In the back again, Suzie was relieved to see she was mostly alone. Only a few other people going back and forth. She too joined them as she carried stuff out and back through the store. She was smart with what stuff she worked with too, making sure she always would get a chance to keep her pants up. While carrying a box out of the way, Suzie's grip slipped...

Collette and Simon Talk

by CPells on Dec 25, 2018
Fetish

Simon took me to a butterfly garden in Coconut Creek for the afternoon. It was magical; we walked through an aviary-type of enclosure and were surrounded by fluttering depictions of my orgasms. They were all beautiful and different; even though the species were the same, each individual soared and dipped according to their own desires. Hummingbirds flew in t...

Reconnecting with Rene Pt. 02

by dpingjessie on Sep 25, 2017
Group Sex

About three months after I fulfilled one of my wildest fantasies by fucking Rene, the older woman who had been my boss for almost three years, I had the courage to share with her an even wilder fantasy of mine, albeit indirectly. I had posted a story that depicted my dream of having sex with my older supervisor in her office more than a year before we actual...

Sampling Some Italian

by SEVERUSMAX on Sep 12, 2017
Group Sex

"Mr. Lennox, your model is here," the successful artist's secretary notified him with a wink. John Colmes was known to be gay, but Thomas Lennox didn't worry about it. It was more flattering than threatening to him. He had even fucked John's ass now and then, whenever he was horny enough to overlook his usual preference for women. It wasn't as if Mrs. Lenn...

Sometimes Submission Sucks

by Consort_to_the_Empress on Sep 15, 2017
BDSM

I slept terrible last night but when the alarm went of I still crawled out of bed and started our day. As my dominant husband showered I chugged down an "instant breakfast" shake and made his pancakes and sausages. I served it exactly on time and exactly how he likes it. I showered as he ate listening to the radio program he prefers to morning chit-chat. I...

Margie O'Reilly, Model Employee

by Moxie on Sep 17, 2017
Mature

She wasn't sure why she had even taken the job in the first place. Sure, it sounded good listing a prep school on her resume, and the pay was a bit more than usual, but when it all boiled down she was a Lunch Lady and it sucked, big time. At 40 plus (nobody ever managed to nail down the exact number) it was getting harder to keep up with the physical side o...

Sex with Lady Boss

by sunnyboyz on Sep 14, 2017
Romance

I work for a computer company in Lucknow as a project consultant. I wanted to share my experience of my relationship with my center manager, my boss, MRS. Sheetal. Sheetal is quite an arrogant boss who was a real pain in neck for all of us in office. In the month of April our company was undergoing auditing as a result I had to wait after the office hours an...