Cuckold Sissy Diaper Stories

14,631 results
Orientation
Length
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Infinite Scroll

28 Days

by tinywhiteboi on Dec 2, 2019
Interracial Love

28 days. That's 4 weeks since my last orgasm. And I was so horny, to the point of constant distraction. It was all I could think about. My locked little penis was dripping into my panties, and my little balls were swollen. Six weeks ago my wife, Angie, caught me jerking off to interracial cuckold porn, a video with the cuck locked in chastity. She'd come ho...

A Well Groomed Sissy Boy

by keptsissy on May 15, 2018
Transsexuals & Crossdressers

"If I receive any complaints I'll diaper you and put you in your dog cage for 48 yours, no exceptions. Do you understand?" He looks down at me. I feel his dominance over me. I see the look on his face. I start to cry hard. "Please, Daddy, no. Don't do that to me, please...I'll be good...please..." I stammer through sincere tears. "Well then, all you have...

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....

Opening Up: Morning

by LaDonnicciola on Nov 27, 2017
Fetish

Hot, dick-throbbing dreams filled Aaron's head as he slept. The fact that he did so in a pretty blue diaper full of his own piss and cum only made the dreams more arousing. He awoke early in the morning to find his hand down the front of the diaper, which bulged with his morning erection. He glanced at Helen, who had shed her sexy clothing during the night a...

A Sissy Cuckold to another Sissy

by Gemsissy on Sep 26, 2017
Fetish

"Christ, Bob!" snaps Julie. You just sigh as you feel your skinny cock throb and spurt into the condom next to her bottom. "What about me?" "I'm sorry, honey. You're just too sexy! I came so fast!" you say, blushing in embarrassment that you couldn't fuck your own wife for more than 30 seconds. "Are you some fucking teenager dweeb?!" She spits as she glare...

BWC for Black Male Sissy

by Samuelx on Sep 12, 2018
Transsexuals & Crossdressers

Meet Bass, which is short for Bashir Malong, a six-foot-seven, dark-skinned and ruggedly handsome man originally from the nation of South Sudan. Bashir is definitely more than he seems, and that's just the tip of the iceberg. A lot of people, upon meeting the tall, handsome brother with the deep voice, wonder if he's some sort of professional athlete, and Ba...

3 AM: She Finally Comes Home

by siscuc on Sep 16, 2017
Fetish

I had nervously been awaiting my wife's return for the last two hours after finishing all my chores. The house was spotless and i had done all the washing and ironing she had left for me to do. I was ready to greet her at the doorway with a curtsey just as she had told me to. I was still wearing my new maids outfit, with fishnet stockings, lacy black pantie...

The Ex's New Toy Pt. 02

by Urtoy2be on Sep 15, 2017
Fetish

Dearest Dana, I am writing to talk to you about things that I am unable to say to you face to face. I want to go back to when we were still married and come all the way up to current date. Maybe you will, hopefully, like what I have to say. Maybe we can come to an agreement/arrangement that could be mutually beneficial and satisfying to everyone involved....

Black Dreams

by Bakeboss on Sep 14, 2017
Interracial Love

My girlfriend Charlene was spending yet another weekend out of town working with her boss. I didn't like it at all but what could I do about it, to be honest her boss scares me. It's not only because he a black guy he is also huge and muscular and the look he gives me lets me know he could kick my ass easy. While Charlene is out of town she has me clean her...

Cuckold in Training Ch. 02

by BBCXXX on Oct 23, 2018
Interracial Love

It's been two months since that fateful night that I confronted my husband Tony and forced him to open up about his sexual fetishes; the night that I took control of Tony and made him my little cuckold, much to his enjoyment. That was the night that I had forced Tony to watch as I fulfilled his interracial fantasies about me, with the assistance of a profess...