Milf Boss Stories

44,764 results
Orientation
Length
Source
Infinite Scroll

Giving in to Temptation

by Storyteller2121 on Dec 27, 2017
Erotic Couplings

Sometimes things just happen. I lived in Chicago, but was transferred to the Bay area by my company. They paid for my wife to move with me, but that was in doubt - our relationship had been on the rocks, and though we hadn't communicated directly, it was likely she would not be joining me. So for the time being, I stayed in a residence hotel - full bar, bre...

Member of Parliament Ch. 04

by goldcloak on Jun 19, 2018
Erotic Couplings

It was the next morning and I woke up at about 8am. I had slept well even if was awoken for a quick molesting in the night by my boss. My room was en suite so I showered and had a look for yesterdays clothes. He had taken them which was strange. I had nothing to wear now which presented a slight problem. I had a look through who ever stayed it this room befo...

Jenn's New Job Ch. 02

by marquisdeslut on Sep 14, 2017
Group Sex

I didn't see Jenn for a while after we fucked like mad that day -- I thought she regretted it and was avoiding me at first, and didn't know what I should do next. She lived in the same building and I kept an eye out for her, but I didn't see her so she must have been keeping weird hours. Before I started overthinking it, she sent me an e-mail that just sai...

Rolling in the Meep Ch. 03

by roftlheory on Sep 13, 2017
NonHuman

(I'm wondering how everyone feels about the length of this chapter, should it be longer, shorter, or is it fine as is? Please comment if you feel like giving your input! Thanks -Roftlheory) * Now that Amarisa had revealed this sudden information, Nikki realized that there was a lot that they never talked about. Sure they talked about Amarisa's love for cr...

Losing It to Coach Brian

by Eliza96 on Sep 11, 2017
Erotic Couplings

This is my first story . . . leave comments and part two can improve upon this beginning. ***** Mmmm, mmmm, oooh my God . . . . I rubbed my clit furiously while reading this story about a maid getting fucked by her boss. It was a pretty ridiculous plot, but it did everything for me. Her sexy older boss knew exactly how to get her to stop masturbating on h...

Laura is Fucked by Her Boss

by thestudentkitten on Sep 12, 2017
Romance

After waiting for 20 minutes the receptionist finally gives me permission to go in to see Oliver Belmont. After I got the call this morning to come and see him I had been worried sick as to what it was about. I push down on the heavy door handle and enter his office. It is big and modern with windows stretching from the floor to the ceiling. In the far cor...

Alice Pantyhose in Wonderland Ch. 01

by nylonleglover on Sep 26, 2017
Fetish

CHAPTER 1 Drumming her fingers idly on the keyboard, Alice looked longingly at the clock. Uncrossing her black nylon covered legs, she smirked wantonly at the luxurious feeling of her warm silken thighs rubbing together. A small tremor of pleasure that tingled in her pussy made her shiver slightly with delight. While being a personal secretary for the CEO o...

Abbie Rose Ch 01

by MrGeno86 on Sep 14, 2017
Erotic Horror

Abbie loved being on the bottom. She enjoyed staring up at the man's face as he tried desperately to pleasure her. Sometimes they were decent, but mostly she just played along to give them what they wanted. In the end, it wouldn't matter, seeing as how she'd kill them right after. Tonight, her victim was a young, blonde haired boy in his mid-twenties. Abbi...

The Bank Inspector

by Paco833 on Sep 14, 2017
Interracial Love

Brenda was spread out wide on the bed in her fifth floor hotel nearby the St. Thomas branch of Barclays Bank International. Three glasses and two bottles of Jamaican Rum sat on a table nearby. Her skirt was pulled up to her waist showing her trimmed mound while her light blue blouse, pink bra and panties were on the floor. The attractive white woman was boun...

A Beach Adventure Ch. 2

by SunnyQLD on Aug 29, 2017
Group Sex

Chapter 2: The Beachhouse The engine of the Holden Statesman purred along as traffic going the other way whizzed past the three in the car heading for Byron Bay. Steve was at the wheel with Amanda in the front wide awake and Katie in the back seat dozing. Steve took the Byron Bay exit, drove for another two kilometres before turning onto a dirt track and a...