Boss Cuckold Stories

46,022 results
Orientation
Length
Source
Infinite Scroll

W.I.M.P.S.

by Skippy47 on Jun 26, 2019
Loving Wives

My pity party was interrupted by the sight of two mysterious men dressed in black suits who made their way to my boss' office. It didn't bother me. I wasn't getting anything done anyway. I couldn't get my mind off my own misery. I guess my misery started when I was a child. My mother was always degrading my father. No good at this, no good at that, no good...

Mel's Not So Secret Affair

by JustJimColo on Sep 17, 2017
Loving Wives

This is a story a couple wrote me about and asked if I would put it to words for them. I hope they enjoy it. ***** We are an older couple in our 60's. Believe me when I tell you that older doesn't mean dead. We've been married for 40 years and have had our ups and downs over the years. We are your average looking couple that might live up the street from o...

Female Led Relationship

by CuckoldGuy on Sep 14, 2017
Reviews & Essays

Female led relationship, FLR is becoming the common, accepted life style. Girls are born with a natural instinct to be care givers and mothers which in a way makes them natural leaders. Boys on the other hand, come into the world as wild animals. They have to be domesticated. In their formidable years their mothers domesticate them by giving them spankings...

She Couldn't Help Herself

by elia_cdl on Sep 16, 2017
Loving Wives

On our wedding night I knew my wife would one day cuckold me. In spite of her religious upbringing she couldn't contain her rapture when I took her virginity. She HAD to have sex after that. My wife never wears sexy clothes. She is good looking. She has a nice body which no one but me ever sees. And she loves sex. When we're behind closed doors she can't c...

Office Work Ch. 04

by RipRespon on Jan 24, 2018
Loving Wives

The next morning Monica was really hung over and puked most of the day. She said she remembered her lap dance with Tiffany and felt horribly embarrassed about masturbating to orgasm in front of the guys, but, she didn't remember anything that happened after that. Nothing about giving lap dances, the multiple orgasms, making the guys cum or making out with Ti...

How Getting Fired Has Changed Me Ch. 06

by Need_to_serve on Sep 13, 2017
BDSM

There is no bondage or lifestyle content in this submission. I have placed it under BDSM simply because of power dynamics. It involves no sexual encounters either. Apologies if this is in the wrong category. It may also have fit into fetish/non erotic. Also, below is a brief summary of previous chapters, the category in which they were published and at the...

Rachael Ray Nympho Queen of Mean Ch. 03

by DickThePimp on Jul 25, 2018
Celebrities & Fan Fiction

This is a parody... It is not real. *** Rachael Ray hired me to make a documentary about her life, concentrating on her wild sex life. The money was good and she's hot, plus I knew I would get to fuck her, so I agreed to make the movie. We had filmed the parts about her early life and how she got on Food Network and now it was time to get to the fun stuff....

Aquae Sulis Pt. 02

by ChasteCuckold on Sep 17, 2017
Loving Wives

Aqua Sulis Pt. 2 A story of erotica from the past to the present day Den awoke early on Monday morning as the warm Summer breeze softly drifted through the open windows and brushed his face with an urge to waken, he stretched and rolled towards his wife who was still sleeping. When her alarm sounded minutes later he had his arm out of the covers and was p...

Indian Wife Strays Ch. 03

by tantrik721 on Nov 27, 2018
Loving Wives

Pooja opened her eyes and saw the bright sunlight pouring in through the windows, 'it must be very late,' she thought stretching her naked body under the sheets. She has never slept naked but last night was liberating in many aspects. The events flashed before her eyes, how her husband's boss made a move on her in front of her hubby and how he watched everyt...

I Make Believe I'm a Cuckold Ch. 02

by donaldelliott11 on Jan 28, 2020
Fetish

This is the sequel to I Make Believe I'm a Cuckold. You should read that first. This chapter is dedicated to David, whose female coworker treats him the way he deserves. Writers love feedback. Please comment on and rate this story. About 99 readers out of 100 do *NOT* bother to do either. Comments help me improve my writing; ratings help other readers find...