Redhead Cuckold Stories

20,987 results
Orientation
Length
Source
Infinite Scroll

T-Girl Fantasy Island Pt. 02

by skywriter62 on Sep 13, 2017
Transsexuals & Crossdressers

Once again I am back, dear readers! I really appreciate the votes for my first part of this story. The encouragement really goes a long way. The comments both here and in my email have been wonderful and I really am amazed that people have enjoyed my stories this much! I only hope that I can improve more with each story so criticism is honestly desired and w...

Easy Street Ch. 01

by belted and teased on Sep 12, 2017
BDSM

My story begins much like many other stories pertaining to male chastity. However, there are many details that it does not share with the stories I have seen posted. The first similarity is that I was the one who ordered a chastity device for myself, not knowing whether or not my beautiful wife would be interested in it or not. Also that I sprang it on her...

Princess & The Stud Ch. 07

by belle90 on Sep 13, 2017
Romance

Lila gave Bishop and Mary Robison a cheerful wave as they pulled away from the driveway. It had been so much fun. This is what real families were like! The thought felt disloyal, and made her feel guilty. After all, she had people who loved her, a roof over her head and money. There were people in the world that would be glad to have her life. Finished menta...

My Naive Little Coworker

by Red_Wing on Sep 12, 2017
Mature

Ever had a co-worker you wanted to fuck so badly it almost hurt? I think that's fairly common, especially for men of my age and experience. But to have that coworker admit they feel the same makes it much more interesting. Add to that a 20plus age gap and endless creativity, and going to work can be almost dangerous. A few months before I turned 50, I confr...

Amy the MatchMaker

by Bogey3 on Sep 17, 2017
Loving Wives

I met Amy one summer when I was building a retaining wall for some neighbors. Hot, sweaty work in the middle of a California summer. One day, the lady of the house, Mrs. Wilson, thought that I looked like I needed a little refreshment. A sweet, matronly lady. Little did I know that she thought of herself as a matchmaker. She sent her nanny, Amy, down the hi...

First Affair

by chasseur11 on Sep 12, 2017
Interracial Love

After saying goodbye to my friend Jessica I hung up the phone and finished getting ready for my trip. Little did I know it would be a visit that would change my life in more ways than one. Before I continue I should back up a little and explain a bit about myself. My name is Marisa. I'm a 25 year old, 5"6', pale skinned freckled redhead with blue eyes. I am...

Playing the Game

by Forrest_Hump on Sep 17, 2017
Loving Wives

(This is a partially true story. A club does exist, maybe in your hometown too. You should read Peggy's Story first.) Peggy had told me how she had been forced to be a slut for the big shots in town who belonged to a secret club. They got young couples to enjoy the good life, and at the same time made sure that they got deep into debt. Then, they would thre...

To Serve Her Pt. 03

by skinnysailor on Sep 17, 2017
BDSM

Just after Labor Day Beautiful Mistress took me to Her dressing room and supervised as I packed bags for both of us. She didn't tell me where we were going until we were out on the highway. She's rented a cottage on a small lake for a week's vacation. With school back in we had the lake to ourselves. Two lovers away from the hustle and bustle. Perfect autumn...

Katie, Class President Ch. 04

by Zechs195 on Sep 18, 2017
Exhibitionist & Voyeur

The door opened and Sam immediately stepped out first. Katie had barely felt the warmth of her hand leave her before Sam had joined the line of prisoners in front of them. Katie stepped in line behind her and then other prisoners joined behind them. The prisoner behind Katie whispered into Katie's ear "nice ass, I'd have loved to see how you got this beatin...

I Won The Lottery Ch. 01

by Momstheboss on Sep 14, 2017
Romance

My name is Jim, James Hoggard, actually. I drive by the local university every morning on my way to work. Often there is heavy traffic and I catch many of the stoplights. I spent my time watching the female coeds. All shapes and sizes, some pretty, some not. Listening to the news on the economy I knew that many of those students were going into debt up to...