Chastity Cuckold Denial Stories

20,317 results
Orientation
Length
Source
Infinite Scroll

Suspicions Third

by cpete on Oct 13, 2020
Loving Wives

This is a possible Chapter 3 to whiteone redone well written Suspicions Chapter1 & 2 (which I urge you to read so the following makes more sense). The story had the wife character Kathy reunite and form an emotional bond and affair with her first boyfriend Karl. When caught Kathy-sent a letter to her husband Paul to allow her "double life" to continue. Not a...

Bad Teacher Ch. 09

by hetup on Dec 14, 2020
Mature

Disclaimer: All characters in this story are 18 years of age or over. Chapter 09: Almost a Sealed Deal Later that week I got a call from my mother. She told me, my father had gotten a great opportunity, but it would mean we had to move to Seattle right away. Mother explained, that they had discussed it at great length as it would imply me changing school...

My New Boss Pt. 04

by RegularGuy2020 on Dec 14, 2020
Fetish

My life was on auto-pilot. I fulfilled all of my work expectations, and lived for the ninety minute session with the lovely Suky, on the weekends. It was the highlight of my week. Suky would jerk me off, using her silk panties and her words, to three stupendous orgasms. In between, as I recovered and got hard again, I would eat her pussy until she came all o...

Mistress Morgan's Sissy Husband

by corduroysissy on Dec 10, 2017
Transsexuals & Crossdressers

Morgan Ashley was a very pretty lady, not movie star glamorous mind you, but far prettier than anything her wimpy husband Robin would normally attract. Having just stepped out of the shower she was wearing a red mid-wale corduroy bathrobe and her long red hair was wrapped in a towel. She was seated in the living room armchair with a cigarette perched between...

Ah...Does Size Matter...

by Kalimaxos on Mar 9, 2020
Loving Wives

This story is the property of the writer Kalimaxos. This is a bit longer than I usually write but breaking it up does it no justice. I hope you read through it. It's not a cuckold fest, not a swinger story. But it's the story of a woman from her point of view. It's a tribute to a young woman of my youth I never had a relationship with but found later fro...

Stephanie's Toy Ch. 03

by cuckoldwishes on Sep 25, 2017
Transsexuals & Crossdressers

THIS STORY CONTAINS THEMES OF FEMINIZATION, CROSSDRESSING AND FEMDOM. IF YOU DO NOT LIKE THESE TOPICS THEN PLEASE DO NOT READ THIS STORY. I APPRECIATE ALL CONSTRUCTIVE CRITICISM BUT RUDE COMMENTS WILL BE DELETED. THANK YOU AND ENJOY ;) I stared at myself in the mirror. Over the past few months my body had changed a lot. I had never been fat but I did have...

2035 - The Year of Male Chastity Pt. 07

by Longjohnsilver30 on Sep 17, 2017
Fetish

The day finally arrived that my wife and that bully were due to arrive. There I stood in the hall awaiting their arrival. To save my wife from being anally destroyed by that bully I stood in my new uniform like he demanded in exchange to protect her virginity in that department. I looked so silly. And frilly. I had heard stories of some chastised husbands...

His Pregnant Lover Ch. 14

by mangrove jack on Sep 14, 2017
Romance

Dave was tired. He had hardly slept all night. He lay on the bed with Delfina and Betsy recalling their night together. He sat up and looked at them both as they lay sleeping. What a contrast. Delfina, a camera operator for the local TV station had only joined them yesterday. She was a swarthy Middle Eastern Italian woman with big boned shoulders and hips....

Dark Angel Ch. 01: The Meeting

by ReiverToo on Sep 12, 2017
Transsexuals & Crossdressers

It was after 10:30 pm when my Japanese business associates had finally had enough sake and karaoke to call it a night. Maybe they were just off to see if they could score some company for the rest of the evening. Who knew? They were all on huge expense accounts, so buying a girl (or boy) for the night was not a financial problem. Some had even offered to inc...

Jess Pt. 07: Final

by AndreaJordan on Sep 26, 2017
BDSM

Lisa's simple act of turning the key in the bedroom door had made a huge difference to Tom's morning. He gratefully opened the unlocked door and using a low squatting position, and steadying himself with his hands, was just able to shuffle along on the balls of his feet. He felt like something out of a horror movie, his naked body with the chain around his n...