Diaper Chastity Stories

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Retired to a Whole New Life Ch. 02

by sissymissyct on Feb 11, 2019
BDSM

As my fate was now sealed by the lock, Mistress Michelle handed me the key and instructed me to put it on Cara's ankle bracelet. I gently undid the clasp and attached the key as instructed. I re-fit the bracelet and lovingly kissed her foot, and then Mistress Michelle's. They helped me too my feet and we went back out to the living room, Michelle locking th...

Maestro Ch. 10

by Yambler on Sep 14, 2017
BDSM

Note: This chapter contains strong themes, including pain, objectification, and mental and physical conditioning that some may find displeasing. Previoulsy: - Katie moves in with Maestro. - Maestro begins to work with Katie towards an 'Ultimate Test'. Katie laid on the cold cement, her large nipple piercings sandwiched between her breasts and the fl...

Slave Immigrant Ch. 01

by OldGuy1026 on Sep 14, 2017
Sci-Fi & Fantasy

I have never felt so alive, so sexually satisfied as I have been in the past five years. Five years, where has the time gone, it's amazing. My butt is still tingling from last night, I wish the Doctor's wouldn't give me fast-heal drugs, but they say the discomfort is too distracting. So let's go back to where it all started. I was born on a protected planet...

Slave Immigrant Ch. 21

by OldGuy1026 on Sep 14, 2017
Sci-Fi & Fantasy

After receiving a cloned body I immigrated 127 Light Years from Earth to Free Skyes. Unfortunately I had to work and pay for that cloned body and I had very few skills a high tech society could use. So it was either I become an Unskilled Labourer or a Sex Slave. I guess Human Recourses had me figured out correctly. All those years in BDSM chat-rooms and webs...

Woman in Chastity

by Hugme on Jul 10, 2019
BDSM

I liked men and I think most of them liked me as well. There was only one man though who had all the right to thrust his cock into my throbbing pussy any time he pleased. And whereas I got to enjoy the admiration of men and he let me enjoy them, it was just a matter of time when he was going to lock me up in chastity just to be on the safe side that I woul...

Ultimate Sissy Weekend Ch. 05

by SissyTwinkleToes on Jan 21, 2020
Transgender & Crossdressers

Susie can feel her diaper getting warm as she fills it with more pansy pee. 24 hours ago, she posted an envelope containing five keys, and still has another 48 hours until they arrive at her house. Those keys are for the lock that keeps her in her dress, the handcuffs that keep her right hand locked to this sissy on her left, and the tiny pinching chastity c...

Becoming Dogshit the Chastity Bitch

by Mastrbull on Jul 27, 2020
BDSM

It had been more than a month since Mistress introduced me to Sir. I didn't understand their relationship, she would spend a night out with him once a week or so and he would come to Mistress's house Saturday evening or Sunday morning most weekends. I honestly didn't know if they were lovers or playmates or something else but as it isn't my business I never...

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...

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Amanda Adams becomes My Queen Ch. 10

by ShyDenZen on Sep 15, 2017
BDSM

"Diaper time now... I'm thinking for you, Buttercup," You see the delicious disappointment I can't keep off my face, "I only have one nappy left until we go to the store and I don't want it to go to waste... the last 'hello kitty'... plus the effect that putting you in diapers has on your attitude is so sweet... so tame...and docile...I had no idea it would...

Miles's Counseling

by justincbenedict on Sep 16, 2017
BDSM

My chastity tube hangs heavily between my legs. It resembles a water faucet, and looks a little odd. Gretchen used to have me in a plastic thing, but she felt that I was too disrespectful in having big erections... And the tube makes it quite cramped! Really, it is. When I get a hard on, it's quickly contained. Then I feel this unpleasant squeezing fro...