Sissy Diapers Stories

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le reportage

by isis13 on Jan 12, 2020
Fetish

Je viens de sortir de L'universiter avec mon diplôme de reporter à 21 ans et je décide donc d'allez chercher du travail mais aucune entreprise veux de moi donc je décide de moi proposer pour une personne locataire un journal sur le web après tout ça reste un journal je dépose donc mon CV. JE m'appelle clément je recherche un travail dans le journalisme depui...

Sissy at Sundown Beach

by BabySophie420 on Jul 15, 2020
Fetish

Jake felt a tug on his arm. He looked up to meet his Mistress's stern gaze. "Come along Jessica, I won't ask again," She said teasingly. Jake shuffled towards the door leading outside. Each step he felt the thick diapers between his legs and he heard the rustling of his lace ruffles on his bright pink romper. His pacifier bounced on his chest as he waddl...

The Training of Sissy Paula Ch. 5

by submissive~pet~ on Sep 14, 2017
Fetish

After the fuckings I had gotten from Max my asshole was so stretched, I had to wear diapers all the time. Mistress Carolyn used this to her advantage. She had a few men that liked sissy babies. The men would bring me all sorts of little sissy clothes. Dress me up and have me nurse their cocks as if they were bottles of milk. One day a new man showed up, he w...

The Training of Sissy Paula Ch. 4

by submissive~pet~ on Sep 14, 2017
Fetish

Mistress Carolyn Found the biggest cock she could find. He had to be 16 inches and his cock was fatter than my wrist. He told Mistress it takes him around 4 hours to cum. Mistress told me she would not make me try to swallow his big cock, but it would be visiting my asshole that night. I was dressed in my red velvet mini, no panties, silicon breast as big a...

Mommy's diaper sissy

by Bornagirl on Apr 22, 2025

This is my first story and would really appreciate your input on the story if I'm making literary mistakes please tell be if I'm not differentiating the characters properly making it difficult please give me an example and a rewrite for the chapter so I can understand what your saying and apply it to the rest of the story. You wake with a soaked diaper at 19...

Maria's Sissy Boy

by blaud on Sep 11, 2017
BDSM

A princess housewife finds it useful in many ways to have a sissy house boy in her home. But the husband insists on a precautionary measure. Before Maria came into my life, I was just drifting. I was a West Texas slut boy, whose sole purpose in life was to find the next cock to suck. I'd seen her around the apartment complex, but had no interaction till tha...

Landlady's pet leashed diaper sissy

by Bornagirl on Apr 22, 2025

I had been speaking to a lovely woman for some time now, down the local water meadows. We talked about life the universe and everything, just Smalltalk really when she came out and said your quite submissive aren't you. I was slightly taken aback because although I am softly spoken I view myself as more of a gentle soul than a submissive one. we got talking...

Mother Dear Pt. 01

by keptsissy on Sep 13, 2017
Fetish

"Let's say for instance that I had son that was a sissy boy. A son that not only was a sissy boy that did very dirty and naughty things while he still lived in my house, dirty things for our next door neighbor, but a naughty little boy that liked to dress up in his mother's underpants too. I think a boy like that would need guidance. Don't you? I remember wh...

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....

Earning His Keep

by Compliant1 on Sep 19, 2017
BDSM

I punched in the code and waited. I knew that I was being charged $1.99 for each minute, but I didn't care. I listened to the recorded music until a woman's voice came over the phone. "Tell Mistress Monica, have you been a naughty little sissy?" "No, but apparently my husband has." There was a long pause on the other end. "I just spoke to the manager. He...