Milf Boss Stories

44,764 results
Orientation
Length
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Infinite Scroll

Professor Tom Ch. 05

by Yourstohave on Sep 15, 2017
Novels and Novellas

Suzy sat quietly in her office, the phone still in her hand. She could hear the dial tone and then the annoying high pitch tone one hears when a phone is left off the hook. Stunned didn't quite begin to cover exactly what she was feeling. She looked out the window and swallowed hard. She could feel the sting of tears forming in her eyes. She swallowed and...

The Story of M Ch. 01

by SensualDreams_45 on Aug 18, 2017
Fetish

I can't help myself. I just notice these things. Mascara on eye lashes. The curvature of breasts and legs. A light in an otherwise dark office. So how did I miss the tentacles? I was leaving the office late, had to finish up some paperwork. The office was empty, everyone had gone home. Except for M. I poked my head into her office to see if she was okay. Sh...

The Cult of Venus Ch. 01

by Iole on Sep 13, 2017
Fetish

When the store where Lila worked as a commercial artist closed and she needed to get another job she followed many leads that turned out to be dead ends. The ad for a maid seemed like a long shot, and certainly not what she really wanted, but times were tough and jobs were scarce, so she made an appointment for an interview. Now she was near the end of the i...

An Office Catfight

by TheDarkCloud on Sep 13, 2017
Fetish

When the position of Office Manager became vacant there were two applicants internally. Fiona, was in her forties, was dumpy, had red hair, dressed conservatively at work and was friends with pretty much everyone. Julie, was in her early twenties, had a body to die for (great ass , fantastic breasts), had beautiful shoulder length brown hair, wore tiny skirt...

Black Lady Strapons Black Stud

by Samuelx on Aug 18, 2017
Fetish

Real Black men don't fear strap-on dildos, I cooed softly as I eased my extremely well-lubricated toy into my sub's tight ass. The big and tall Black man groaned as I penetrated him. Leonard Lucien is the first man of African descent to contact me for a session and I wasn't sure how to deal with him...at first. Most of my subs tend to be middle-aged white ma...

Deb Does Her Boss and I Eat Deb

by JustJimColo on Sep 19, 2017
Fetish

Although this is a story of a wife's seduction, there is some male to male contact as well, so if that's not your thing, you may want to pass. ***** My wife of 40 years has always been reserved when it comes to non traditional sex. That's never stopped me from hoping though. About a year ago, she switched jobs to a project manager for a software firm here...

Second Wind

by nothingspecific on Sep 14, 2017
Erotic Couplings

It had been a tough day at work. Nothing out of the ordinary happened. There were just a lot of things coming down pretty hard on him. Mike's boss had given him a hard time about the special publication they were trying to put out. Mike's writers were giving him a hard time about the amount of stories they had to write, including for the special publication....

The Secretary's Mistake

by AndieKitten on Sep 13, 2017
BDSM

It had been a long busy day. The secretary had worked diligently to complete an important document for her boss by the close of business. She was wearily gathering her things, and preparing to leave when her boss asked her to step into his office for a moment. She had always found him attractive which made her slightly nervous in his presence. Today was eve...

M Is For Matinee

by velvetpie on Sep 16, 2017
Loving Wives

Inspired by Sue Grafton’s alphabetical series. “I can’t stand it any more, Larry!” I watched her move around the room, throwing clothing in to her suitcase. Roz was mad. And she had every reason to be upset. The vacation that I had scheduled months ago had to be canceled for the sixth time and my wife had had it. For six years, we’ve been trying to get awa...

Lunchtime Distraction

by Shamus O Duffie on Aug 31, 2017
Erotic Couplings

The wife hadn't given up any sex in several days, and I was feeling kind of horny. But it wasn't anything unusual, and I wasn't out looking for sex from another source. I'd gotten used to the fact that sex just wasn't a high priority with my wife. Twice a month seemed to be all she was interested in. So I read stories & looked at pictures on the Internet, to...