Boss Cuck Stories

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Orientation
Length
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Infinite Scroll

My Walk on The Wide Side

by dblife2 on Sep 19, 2017
Fetish

My name is James and I've been married to the same wonderful woman for the last 30 years. Usually when making love, we share our fantasies or tell each other little secrets about our sex lives before we met. Lately she's been wanting to know if I'd ever had sex with another guy. I've avoided telling her the truth so far, I just don't know how she'd take it....

Itchy Nipples

by Chuck P. on Sep 13, 2017
Fetish

It started some years back when my wife Chris noticed that I was spending a lot of time looking at pictures transgender and crossdressers. She asked me if I liked them whether I thought they were sexy, Of course I could not lie - I told her that I did. So the story goes like this... I travel a lot being a software distributor so it means's that I may be awa...

The Work Physical

by Sabineteas on Sep 26, 2017
Exhibitionist & Voyeur

I had just graduated from business school and was looking for my first job. I was pretty naïve and from a small town. This was really my first exposure to the big city. I had some money saved up so I could rent an apartment and I had some nice clothes to wear on interviews. I had set up several interviews to give myself a good chance to see what was out on...

Mom's BFF

by JasonRichards on Sep 14, 2017
Mature

My Mom is divorced and had invited a girl friend of hers over to her house. So my Mom calls me up and asks me if I can pick Ashley up from the airport at 2 pm so I told her I could and she said she could not get off work until 5:30 so it got to be around 1:30 so I had to run a quick errand and pick up some cleaning so after picking up my cleaning. I arrive a...

Foot in the Door

by k.k. rhine on Aug 18, 2017
Fetish

The first time we met, I became aware of his preoccupation with an unlikely part of my anatomy. I strode into his office, offering a firm handshake with a smile. He met my eyes, reciprocated the handshake, and immediately lowered his gaze to my feet. A split second later, he looked up, smiled and offered me a seat on the couch in his office. As we spoke, I...

Meet Me in Moonlight Pt. 03

by Axelotto on Sep 16, 2017
NonHuman

There is no sex in this part of the story, though it sets the stage. If there were, it might be categorized as an Erotic Couplings yarn, but overall Meet Me in Moonlight is a ghost story, so it is categorized as NonHuman. ***** I was laying on my back on the pantry table, my shirt ripped open, pants and shoes gone, with one of the housekeepers sitting on m...

The Bar Pt. 01

by Storywriter05 on Aug 18, 2017
First Time

Disclaimer: This is a complete work of fiction. Any and all resemblance to actual persons, places, or environments is completely incidental. Also, I'm new to the site. If this seems similar to anything previously posted and/or completely covers another work by another author, I will take it down upon request. Hope you enjoy! ***** "...which succeeded from...

Petra Ch. 03

by Iread2relax on Sep 17, 2017
Non-Erotic

Hi everyone, This is the final chapter of Petra. I hope you enjoy it. ****** "If you could be anywhere in the world right now, where would you be" The presenter asked. Petra sat listening to the presentation. She was excited that her coworker invited her to this special meeting at first, but now she was just uncomfortable. Everyone had an answer, but n...

Insatiable at Work Ch. 12: Gardening

by insatiablerob8 on Sep 19, 2017
Group Sex

Bryan had to work over the weekend and Tara needed a little help with their garden. Without any hesitation, I arrived just after lunch...I kind'a knew it would likely lead to something more...it always did. It had been a long weekend so I was really happy when I was able to sneak away a little earlier than usual. We had just gotten an inch or two and it wa...

Losing My Virginity

by extremebitch_13 on Aug 31, 2017
First Time

My name is Liz Martin and this is the story on how I lost my virginity to a boy I've had a crush on since elementary school. I know I'm not the best looking girl on the planet. I wasn't back then neither. I was flat chested with boyish looks. I was friends with my crush Kyle and he treated me like one of the boys and not one his girls. Kyle wasn't a pimp bu...