Chastity Sissy Cuckold Stories

18,147 results
Orientation
Length
Source
Infinite Scroll

Summer Jobs Ch. 01

by gao23 on Sep 11, 2017
Exhibitionist & Voyeur

For those not in the know, Jenny was a woman brought to the attention of the budding ENF community by her husband many years ago. Voluptuous but shy, gorgeous but clumsy, she's become a bit of a folk heroine in certain internet circles. She's been stripped out of more outfits than most women even own, always to her shock and embarrassment. For those who lov...

Morons: Queer Marriage

by Hypoxia on Sep 14, 2017
Humor & Satire

Author's note: This essay has been edited and expanded slightly since its initial posting. "When you're bored with yourself, marry and be bored with someone else." --David Pryce-Jones --- The Total Moron's Guide to SAME-SEX MARRIAGE In the years before and after the start of the Third Millennium, same-sex marriage has become a hot issue around the civili...

Madam Mary

by Danyale on Sep 12, 2017
BDSM

The intensity of the spankings was unbearable... With a stern and angry face, my wife spanked my ass cheeks for more than one hour! Tears of pain and regret were running down my eyes, I wasn't supposed to complain or the spanks will last much longer... It all started few years ago, before our marriage was reached a crossroad, hours of quarrels and fights,...

Afternoon Delight

by storylover2005 on Sep 15, 2017
BDSM

All day I have thought of nothing but what I was going to do to you that night. Since we had set the standard that we would have sex twice a week I had tried my best to be creative each and every time. Often it was gentle and passionate, but then other times it was a quest to see what could bring us the greatest orgasm we had ever had. All I could think of a...

Temptations of the Flesh Ch. 02

by AGreyFoxxx on Sep 13, 2017
Erotic Couplings

It was Saturday afternoon, and I was taking confessions as always. And as always, there hadn't been much traffic. I'd had a lot of time to think, to reflect on last weeks happenings. How did I let myself be drawn into having sex with a parishioner? Could I face this woman again, and be stronger this time? I looked at my watch: a quarter to five, I'll be clos...

Growing and Learning with Restraint Ch. 01

by lauramks on Sep 17, 2017
Fetish

Her view: Lying on her back with her legs spread wide, she marveled at how much she had learned about her relationship and her partner and his needs. Pillows were stuffed under her ass to raise her off the bed and her legs were tied around the thigh with just enough cord to comfortably pull them apart and back so her cunt was comfortably on display. She appr...

Day at the Park

by charles_dickings on Aug 18, 2017
Exhibitionist & Voyeur

I'm a fantasizing exhibitionist. Nothing excites me more than the thought of showing off my naked body in public places. I often daydream about parading around in the buff downtown during lunch hour or strolling nude through the mall on a Friday night, my fully exposed cock and balls swaying shamelessly to and fro as I sashay my naked, overweight, middle-age...

Happy Anniversary?

by bgdddy_2000 on Sep 11, 2017
Fetish

This is a complete fictional story based on an online conversation I had with a "straight" guy. There's man on man sex, some bondage, water sports, anal, and domination. Pure fiction, so if you're not into any of this stuff, please, don't read it. * "You're rock hard, aren't you," I state. "Yes, I am," you reply, somewhat meekly. "I don't know why I feel...

Beaten and Taken

by Ian1 on Sep 2, 2017
Fetish

I arrive at your house a little early, just as you've come to expect over the past few months that we've been seeing each other. I ring the bell and wait at the door, smiling at you when you answer. "Hi, ma'am!" I say in a friendly tone as you appear in your silk robe. You grab the steel ring around my neck and pull me close to you, my body going nearly limp...

A Helluva Way to Ring in the New Year

by slicktwist on Sep 14, 2017
Erotic Couplings

Not all New Year's go exactly how you'd plan them. Sometimes you make a resolution. Sometimes you break one. Sometimes you make a big deal of midnight. Some years it slips right by you. This is a story about my favorite accidental new year, and it's the start of a resolution of mine (to chronicle the deviant dirty joys I've experienced). This was New Year'...