Cuckold In Chastity Stories

360,275 results
Orientation
Length
Source
Infinite Scroll

Our Rome will Rise Again

by trigudis on Oct 3, 2018
Loving Wives

This is a follow-up to "Trust Is Earned, Not Given." I was amazed at the eighty-plus responses I received, which ran the gamut from wonderful to terrible. As posters informed me, Loving Wives readers are an intensely critical crowd. I got praised as well as skewered. To those who did the former as well as the latter, thanks for reading and commenting. Appare...

Capital Cuckold

by Brass_ankle on Dec 14, 2017
Interracial Love

Jonathan stood with a foot on the bar rail sipping at his drink. This was his first visit to the Canadian Capital, and he was dreading it already! That very morning it was forty Degrees Celsius when he boarded his flight, yet upon landing here it was cold, windy, raining and thirteen. He also found all the French they spoke most confusing, lastly to top it...

How The Tides Turn Ch. 01

by Macpappy on Sep 17, 2017
Loving Wives

Thank you, angel love, for editing this story for me. I started this story a long time ago after reading a story called 'Brotherly Love' written by suegsusan. Although this story can stand alone, I highly recommend reading this authors' story for a full scope of what has happened and for the writing quality displayed. I thank this author for her written con...

The Magic of the Ring

by PAPATOAD on Sep 13, 2017
Loving Wives

Thanks to the hip and knee doctor for editing assistance. There is no sex in this story. Sorry. * It was an eerie-looking parking garage. The Berwick Apartments were the first in the city to have their own lower-level parking and it was not nearly as well lit or as well laid out as the newer ones. There was no security and I could detect no cameras. This...

Jennifer Too Pt. 03

by ofloveandlust on Sep 25, 2017
Group Sex

I was awake early and anticipated the woman's arrival with excitement. I showered and got dressed, nothing fancy. I put on a pair of shorts and a T-shirt. I made a fresh pot of coffee. I had loaded up on the light roast she had preferred and now had a fresh cup ready to go. I wandered about my front yard waiting for her to pass. It was always about eight. So...

Tales of Hedonism: NYE 2017 Pt. 03

by Obobby on Jan 15, 2019
Group Sex

Tales of Hedonism: New Year's Trip 2017 Part 3 A special thanks to Literotica author imstillfun, whose works inspired me to finish this tale at long last. Note that this story includes scenes of intense cuckolding and male on male play, so if that's not your cup of tea, be ready to have your boundaries pushed or bow out now. The players Mona and Jim (A...

Two Thighs Ch. 10

by Pimanko on Oct 5, 2020
Group Sex

Chapter 10 Frisky Al Fresco Two weeks had passed since Nora and Ryan had become the fourth couple in their swinging group. "I got an email from John," Aiko announced. "You know, the same John who invited us to a sex party about five years ago." "And now he's contacting you? Why?" Gerald inquired. Once Aiko mentioned that party, he remembered it clearly b...

How I Met My Husband Ch. 02

by DandJ69 on Jul 17, 2018
Fetish

I woke the next morning to a text from Dan, saying that he'd slept in my panties and asking if he could take them off yet. Naturally I said no. I told him he would have to go to work with them on. I smiled to myself whilst lying in bed and got all horny thinking about Dan wearing my dirty, cum covered knickers. I got my vibrator out of the drawer and slid...

Party Affiliations

by beaked_orchid on Sep 14, 2017
Erotic Couplings

Tawny understood that her husband was a world-class son of a bitch and there wasn't any changing him; he was what he was. Jack's success as an associate regional manager for one of the nation's largest providers of claims management solutions to insurance companies had been earned at the expense of others. Whether it was figuring out a person's weaknesses an...

Reunion Ch. 04

by amofiga on Sep 26, 2017
BDSM

For Melissa and Gary, the week that followed the evening at Jason and Karen's was filled with more sex then they had shared for a long time. They had more of every kind of kinky sex in those few days than they had for the previous year. Gary's libido had been kicked into overdrive and he had done a 180 turn from his previous cuckold role of living vicariousl...