Old Boss Stories

188,080 results
Orientation
Length
Source
Infinite Scroll

Monstrous Ranch Ch. 00

by GigglingGoblin on Sep 25, 2017
Sci-Fi & Fantasy

Goblin's Note: This is the start of a much longer story I'm working on—and it marks one of the few times I've really felt like a prologue was really necessary. As such, this first mini-chapter is short and non-erotic. The overall story, however, will be much closer to my ordinary blend of sex and plot, so if you like weresheep, holstaurs, mermaids, alraune,...

The Fall Guy Ch. 06

by The Wanderer on Sep 16, 2017
Loving Wives

I thank my LadyCibelle and Techsan for their patience, proof reading, editing skills and of course encouragement they always give me. As I've been known to fiddle with stories, after they've seen it. I take full responsibility for the content and any cock-ups in this story. While I'm at it, I think from now on I'm going to thank all my friends out there, w...

My Niece Jennifer Must Pay! Ch. 06

by JRob on Sep 25, 2017
Mature

Thanks to Robyn for the suggestion on the topic of this story. She's a wonderful friend. And of course to my niece Jennifer for the motivation to write. * My niece Jennifer was only 19, cute as a button, but over the last three months she'd learn that asking her uncle for help out of a jam was just something family does. What she also learned, though, was...

Nobody's Prettier than My Emily

by MisterNatural on Sep 16, 2017
Anal

The tiny pharmacy on the outskirts of Rome, New York had never been overly prosperous in the almost 40 years that Arthur Oglethorpe had owned it, and with the coming of the giant chain stores that had begun to creep into the small city the future was none too bright. Since the aging pharmacist had no plans to work much longer, the dubious future didn't conc...

Olivia's Revenge Ch. 02

by OliviaFantasy on Sep 13, 2017
Erotic Couplings

My first story, Olivia's Revenge, needed a sequel. People pointed out rightly, that the revenge hadn't happened yet by the end. And I think the characters had other parts of their story that needed to be told. This is the sequel (some of the details are based on an old conversation with an old friend when I first had this fantasy so they aren't easy to expla...

His Sweet Girl Ch. 07

by naughtysexmouse on Sep 26, 2017
Anal

"I'm coming over. P." My cell phone buzzed with the text message and my head ached from where Mrs Charles' hurled cell phone had hit me. I was nervous about what Mr Charles would be arriving to say, and in my anxiety, I had not noticed Mr Charles sign off his text with his initial for the first time - I expected his visit to last no more than ten minutes. He...

Sleepless

by sirhugs on Sep 16, 2017
Toys & Masturbation

"My nipples are poking out of my t-shirt," Peyton typed. "Mmmmmmmm," was the reply from ‘bratgirl23', Peyton's chat buddy. "What's causing that?" "Just sitting here at the puter, watching the sun come up. I couldn't sleep." "Why not?" bratgirl23 typed in reply. "I couldn't stop thinking about my boss." "A real hottie, is he?" "No. Just the opposite. He...

I Love Older Women

by bbw4youngercocks1 on Sep 12, 2017
Mature

I will make a confession right here and now: I love older women. Ever since I was eighteen and lost my virginity to my next door neighbor who had really given me an education in sex that one could have learned neither at home nor at school, I couldn't think about either going out with or fucking any woman under forty. I admit I have had sex with a few chic...

Dinner

by Flory on Sep 16, 2017
Group Sex

We my new boss called me into his office I was worried. He ask me to take a seat and then closed the door. He told me that he had just gotten off the phone with Doctor Fleming and the Doctor had told him that he was switching all his patients to our product as long as I was his pharmacy representative. My boss told me great job and that he wished all his rep...

Just Say Yes Pt. 08

by ChrisyCrossy on Aug 7, 2018
Loving Wives

Last week I had agreed to get my nipples and clit pierced. I had had a wonderful day at the local nude beach showing the new jewellery off to everyone who was there. My girlfriend Amber and my husband had even played with the jewellery while I lay back and soaked up the sun. God that felt so good. I remembered that two random guys had caught us playing toge...