Cuckold Assistant Stories

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Too Smart for Her Own Good!

by dr13bone on Sep 16, 2017
Interracial Love

Look the first thing I want you to know is I love my wife, Patti, that all said she could be such a phony at times. She is a career student always worried about this cause or that cause, even in her mid-thirties. She wears her hair straight down with bangs, black framed glasses, and black clothing that makes her milk white skin look even paler, you know the...

Office Cuckold

by Cuckjosht on Sep 12, 2017
Interracial Love

Emma had just started in our office. She was the assistant for an executive, sharing his office, filing his paper, and doing other odds and ends. My office was next to his large corner office, so I was able to see Emma often as she walked past carrying a file or an envelope to be mailed off. Fresh out of high school, Emma was getting some experience in the...

Death of a Salesman

by dragonmann72 on Mar 3, 2020
Loving Wives

On 01/05/20 donaldelliott11 wrote a story called 'I Make Believe I'm a Cuckold'. He posted it in Fetish not a normal category that I read. I won't tell you what the story is about, from the name it I think you could get an idea. The challenge came for a 750 word story; I felt this could work to finish it off. I contacted Mr. Elliott for permission to finis...

Office Cuckold Ch. 02

by Cuckjosht on Sep 12, 2017
Fetish

The next morning was terrifying. I came to work wearing dark slacks, just in case. I didn't see Marcus or Emma all morning. Until Emma came into my office. She was wearing a dark jacket with a lacy top underneath. She had a short skirt that matched the jacket, just barely long enough to be considered 'professional.' It was obvious she wasn't wearing a bra...

Office Cuckold Ch. 04

by Cuckjosht on Sep 17, 2017
Loving Wives

I followed Marcus' orders the next day, forgoing breakfast and not bothering to pack a lunch. As I walked in, I got some strange looks from my co-workers, but I just blushed and kept walking. The note on my desk told me to come to Marcus' office as soon as I came in. As I opened the door, Ashley's moans and whispers were loud. With a glare from Marcus, I i...

Office Cuckold Ch. 03

by Cuckjosht on Sep 17, 2017
Loving Wives

Leah, my wife, met me at the door when I got home. She was wearing the same lingerie she wore on our wedding night. Her red hair was done in long flowing curls, perfectly framing the beautiful face I looked at while I said my vows. Her shoulders and collarbone were bare. She wore a white corset that pushed up her ample breasts. Carrying a few more pounds now...

Job Description: Cuckold

by katt on Sep 16, 2017
Interracial Love

For a true cuckold what could be more satisfying than the sight of your wife and her black lover fucking on your marriage bed. His black 12-inch rod thrusting into your petite wife’s pink wet cunt. The moans of satisfaction as he thrusts his prick into her, filling up her love tube in a way she has never experienced before. As their lovemaking becomes more p...

Counselling Changed Our Marriage Ch. 02

by Quietoldie on Dec 1, 2017
Transsexuals & Crossdressers

I am grateful to another member of Literotica for the story line and about half the content of this story. I have thoroughly enjoyed the collaboration and have found working with a woman has informed my own writing. Chapter 3 will follow shortly. ***** Third Joint Interview Emily and I arrive at their marriage counselling session a bit earlier than their...

A Fantasy

by namelessneh on Sep 13, 2017
Loving Wives

Note: I wrote this story many years ago on Literotica. But back then I was impulsive to complete the story, and it was full of grammatical and spelling errors. It was my first attempt as well. It was met with mainly comments about the poor grammar and spelling, and there were a few nasty ones about the cuckold fantasy. Well there were some encouraging commen...

My Poor Suffering Cuckold Pt. 01

by boobygirlie on Sep 14, 2020
Fetish

Sunday morning and I'm doing my chores while my lovely boob mistress rests in bed after a good night at the disco with her friends. I bring her the breakfast in bed. "Oh good morning honey, thank you! You are so sweet my cuckold!" "It's a pleasure for me to serve you boob mistress." "I know pet! Oh I had such a wonderful night yesterday! That see throug...