Sissy Cuckold Desires Stories

47,384 results
Orientation
Length
Source
Infinite Scroll

Becoming Her Whore

by ecdilettante on Sep 19, 2017
BDSM

Last time we parted, you told me that you were going to fuck me when we next met. You loved the fact that I've never been taken with a strapon and you promised to be gentle, in the beginning. It sent a shiver of excitement and fear through me, which made you smile. I can imagine heading to your small apartment, anxious and excited. I haven't cum for days a...

Whoops

by CuckyJimmy on Sep 25, 2018
Fetish

Having strong cuckold desires can lead you down an unpredictable path. So be forewarned. If you do not like cuckoldry or fetishes like SPH or cock worship, you may want to take the other fork in the road on a different literary path. This work is a product of very little reality and mostly fiction. Be careful, otherwise, Whoops Oh shit. Yes (my two fingers...

How to Become a Sissy/Cuckold

by Quietoldie on Sep 14, 2017
How To

This is a How To Guide for Sissies and Cuckolds. Please do not read this guide if you have no interest in the cuckold/sissy lifestyle. Like most couples these days both partners will be doing demanding full time jobs. Traditionally husbands have done gardening, cleaning the car, putting out the trash, performing do it yourself jobs around the house, drivi...

A Cuckold Earns His Horns Pt. 01

by lapraline70 on Sep 16, 2017
Loving Wives

Dozens of replies. Dozens. I did it on a whim without Her permission; I was horny and thought it would be fun, never expecting anything to come of it, really. I've never been good at fortune telling, though, as the results attested. Hotwife/Cuckold-to-be seeks Bull to seal deal - mw4m my Wife is a pro Domme and has instructed me to place this ad for U/us....

Types of Cuckolds

by cuckwhofucks on Sep 14, 2017
Reviews & Essays

What does it mean to be a cuckold? It actually means many different things to different cuckolds. But let's start at the beginning: The truth vs. the Truth. The Truth, or an absolute Truth, is actually unnamable, or rather it exists, but when you try to interpret it and put words to it, it becomes one of very many truths, as many truths as there are peopl...

No More Secrets

by Gemsissy on Sep 12, 2017
Transsexuals & Crossdressers

I couldn't wait to get home from work. My wife said she had something special ready for me. A month ago, she'd found out about all my sissy fantasies when I forgot to clear my search histories. Instead of divorcing me, she did more research and decided to embrace me as a sissy. Now every time I get home, I strip off my suit down to my panties, thigh highs, a...

My New Life as a Cuckold Ch. 02

by CuckHubby1 on Sep 14, 2017
Fetish

We got home from our night of fun and I couldn't stop thinking about it. Was I gay now? Bi? What changed so much in my wife that now all she wants is big cocks? I had a knot in my stomach and had a hard time sleeping. I kept sleeping fitfully until my wife asked me if something was wrong. "I'm curious about our sex life now," I confessed. "Are you not happy...

The Sexy Cuckold Couple Pt. 03

by cuckcpl4play on Sep 19, 2017
Fetish

Initial Fucking of My Wife part 3 It was 2:00 when we arrived home and suddenly Jen received a text from Master. Excited we are moving forward my owned little slut. I would like you both to arrive just after the sun goes down. The reason for the change is that I want you both to walk to my place and will do so in the same under garments you wore to my offic...

Sissy/Cock Sucker Dictionary

by silkstockingslover on Jun 12, 2019
Reviews & Essays

Summary: A list of terms to aid in understanding the activities and nature of sissies and cock suckers. Note 1: The author's source material isn't Webster's Dictionary or anything similar, but is drawn from many years of interest in matters sexual and countless conversations, both spoken and online, with other perverts. Note 2: Thanks to Tex Beethoven and...

Caged!

by yvetteinpanties on Jun 19, 2018
Transsexuals & Crossdressers

I was a late blooming sissy. Like most sissies-to-be, I had early incidents of trying on my sisters clothes and enjoying the way they felt, but I always viewed myself as a heterosexual who just liked to imagine stroking a nubile female underneath the lingerie I was wearing. It was much later in life that I took the serious turn from being a heterosexual cros...