Cuckold Sissy Diaper Stories

14,631 results
Orientation
Length
Source
Infinite Scroll

A Prom Queen Fantasy

by bluesbirds on Jul 15, 2020
Transgender & Crossdressers

"Aww, isn't this little blue number cute?" Tanya squealed from the other side of the rack. I flinched hearing her voice; we had been shopping for almost 3 hours without a break. This was the first time I had gone shopping with Tanya since she found out about my crossdressing fetish. "Come to this side - let me hold it up to you," she demanded. I meekly co...

Valentine's Day Party

by cuck2serveU on Sep 16, 2017
Interracial Love

As I explained in the Super Blow Party story, our group of 6 cuckold couples each take turns hosting holiday themed parties. Second party of the year was hosted by the youngest couple of our group, twenty-somethings Kari and Jeff. They are small business owners who have had descent success and as a result have a pretty nice home out in the country. Plenty of...

Yes, Mommy Ch. 02

by searic on Sep 13, 2017
Fetish

What follows is a continuation of a story of the humiliation and loving domination of a submissive, cross-dressing man by his Dominant wife. She has for the first time invited another person to witness his subjugation by inviting her work-friend Debbie to visit. Husband and wife love each other deeply, and they love to play, too! * -Part II As my lovely...

Behavior Modification Institute Ch. 07

by NancyPan on Sep 12, 2017
Fetish

I had been kneeling in front of Ms. Panington for some time as she finished her breakfast of omelet, bacon, toast, and orange juice. My mind was firing in a confused fashion and I was unsure which of many thoughts, feelings, and impulses to pay attention to, and which to ignore. Fight or flight was quite pronounced and I contemplated getting up then and ther...

The twisted DM

by Nobody567 on Nov 21, 2019
Fantasy

Authors notes: please like and comment my stuff I desperately desire your feedback and approval. I am new at this and recently redid the intro hope you like it. A being beyond space and time whose goal is to torture, torment, pleasure and change his players in ways that you cannot begin to fathom for his entertainment and pleasure. He sits at multiple tables...

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Story to My Cuck

by Miss_Delila on Sep 17, 2017
BDSM

This is a story I've started writing to my submissive about you would exactly happen if he came for a visit in real life. It started out as a fun project and I keep enjoying it more and more. Once you make your way to the baggage claim area you will see me waving at you. I walk toward you and take both of your hands in mine and kiss both of your cheeks....

PIXIE Sissy Stripper Ch. 04

by EROTICbearscribe on Jan 20, 2020
Transgender & Crossdressers

Author's Note: There is a category switch in this chapter. The beginning chapters can be found in GAY MALE. Seeing as what happens in this chapter, the new category is TRANSGENDER & CROSSDRESSERS. ***** THE PINK BOY was located in the warehouse district across town in an eclectic area known for its nightclubs and specialty bars. Within a six block radi...

Mistress Marisa's Estate Pt. 27

by keptsissy on Sep 13, 2017
BDSM

I am one of several slaves my Mistress Marisa keeps in her household. I am completely owned as are the other slaves that serve her. These episodes are written with her permission. It is my, our story... ******************************** "Please Mistress, please...so sorry, I had to go so bad, couldn't get you on the phone, couldn't hold it, couldn't, please...

The Stepmother Ch. 2

by Clausimotto on Sep 16, 2017
BDSM

After the ordeal, Billy was dragged up the stairs. He was taken to his bedroom where his cuffs were tied to the bed. Billy lay on his back, in a dazed state while Jane and the girls stood over him. Jane mentioned, "Tomorrow I think Billy should go see my nurse friend. She can give him a check up and also she can show Billy how to take care of his slut hole....

How I Became a BBC Sissy Slut

by Satanicsissybitch on Feb 12, 2019
Transgender & Crossdressers

I wasn't always a black-owned little slut if you can believe it! Can you believe, at one point in my life, I actually refused to sleep with black men? I can't even wrap my head around it honestly. These days I belong to a number of hung black guys who use me whenever they want and now I refuse to sleep with white guys altogether! If it's not a black cock I d...