Old Boss Stories

188,080 results
Orientation
Length
Source
Infinite Scroll

Manipulating Jenny Ch. 02

by BeamMeUp on Sep 18, 2017
Exhibitionist & Voyeur

It is Monday and Jenny, the baby-faced 18 year-old Latina office girl with a stunning figure is back at work. Her boss, a grey-hair man in his mid 50s, calls her into his office. "Jenny, I've been worried about you all weekend since you fell over in the stairwell and hurt your knee. Because I rang someone to see you urgently on Friday after work and I am pa...

Porn God Ch. 12

by XFABLES on Oct 5, 2020
Sci-Fi & Fantasy

CHAPTER 12: TREAT US GENTLY! "Big brother Chuck... I am truly ready" quietly muttered Makena looking at Chuck running away, she kept looking at the road long past he was gone, with her moderate length silky brown hair fluttering in the wind. It has all the elements of painting a sad scene of a young maiden losing her love. The only problem is that it caus...

50 Shades of the Grey Mouse Ch. 01

by sarahcoulborn on Sep 13, 2017
Sci-Fi & Fantasy

The orange torchlight flickered as the inn door momentarily opened and then closed once more, the cold air reminding me of the skimpy outfit I was wearing. "Show as much skin as you can, keep them occupied for as long as you can," Mordern had said. I was doing my best but my money was running out fast, Boss Hrarg and his crew were better card players than I'...

Senior in the Strip Club

by mmarie3 on Sep 13, 2017
Mature

While in college, my friends had a habit of enjoying after-hours parties at strip clubs. While it was just a way to keep drinking and have fun for them, I became fascinated with the strippers and watching them flirt and pleasure all of the different men-especially the older ones. I hadn't told anyone, but I had a secret fetish for much older men and had slow...

America's Playboy Ch. 03

by BOSTONFICTIONWRITER on Sep 15, 2017
Non-Erotic

"What else can it be?" Angelo looked at his Boss. "It's got to be that hypnosis shit, then. He controls their minds with it." "The guy is eighty fuckin' years old. I mean, I could understand if the guy worked out like Jack LaLanne and was in really good shape, you know." He stopped pacing to ask his associates a question. "Is he still alive, by the way?" "...

It's All The Ex's Fault Ch. 21

by acup on Sep 26, 2017
Erotic Couplings

AUTHOR'S NOTE: It's all the Ex's fault It was intentionally written without names. LEGALESE: Don't read this if you are underage, if it is illegal in your area, if it is offensive to you, or if you cannot distinguish fiction from reality. This is a work of fiction. All characters are 18 years of age or older. Copyright (c) 2014 by Acup She completes stor...

My Wife - A Black Gang Toy Ch. 05

by Writer6324 on Dec 23, 2019
Interracial Love

It was Thursday evening a few days later when the doorbell rang. I looked outside and I could see a young black man whom I recognized as one of the gang members. I opened the door and he asked to come in saying that he had a message from the Boss. I asked what the message was and he said that he was supposed to deliver it to my wife and I together. After in...

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...

The Businessman Ch. 02

by GreekGOD18 on Sep 28, 2020
Celebrities & Fan Fiction

When Eric woke up that morning, he felt more content than he had ever been in his life. In his arms were his two sluts, Jen and Janet, resting soundly with their massive breasts mashed against his ribs, semen still oozing from their cunts and assholes, from all the fucking he had done with them last night. Removing himself from the two busty women, Eric sat...

Huge Boobs with Bad Attitude Ch. 03

by TLMorgan on Sep 19, 2017
Interracial Love

It was a long 2 weeks of being under house arrest for 19 year old Giselle with several nights of listening to her boss fuck her mom like a dog in heat. The first day of her renewed freedom, Giselle had suddenly woken up at ten in the morning to the sounds of her mother's bed thudding against the wall and her ultra loud moans and screams. "OHHH DEAR LORD! Le...