Latex Sissy Chastity Stories

20,354 results
Orientation
Length
Source
Infinite Scroll

Feminizing First Step Ch. 06

by antares34 on Jun 1, 2020
Transgender & Crossdressers

(All characters are age 18+) Today my mom was having her friends over for a pool party in our backyard. They had been here all afternoon --mainly lounging around the secluded swimming pool and patio area. Michelle had been first to arrive. She was my mom's old roommate from university and came wearing a black bikini and floral print sarong. Next was Kendra...

Sissy Gets Punished

by MsMorrigan on Sep 16, 2017
BDSM

Once upon a time there was an overly eager sissy girl. This sissy girl loved her mistress. She loved her so much she tried to anticipate her every whim before she needed to even speak the words. One day the sissy girl was vacuuming, dusting and general cleaning. She was openly lamenting on how her overly large pathetic sissy clit was getting in her way. How...

The Backpack

by ~Etoile~ on Jul 31, 2011
Fetish

Moving to a new place is always rough, but it can be rewarding as well. The Nuwisha Design College in Seaside City is a smallish school, but is known for its art and design classes. A lot of literature and word-of-mouth shows that graduates from this school often get very lucrative and popular jobs. Lucky for you, you were able to get in with some of your gr...

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Discovering Mistress Sarah's World Pt. 09

by oneguy4fun on Sep 14, 2017
Transsexuals & Crossdressers

Part 9 -- The Final Part Chapter 23 Leaving Work Josie's last week at work and concluding week of his normal life went quick. At work he spent time getting things in order for the next unlucky person to take over his job. Mentally he was already checked out of work. All he cared about was getting on with his new life. Miss May played a big part in ensuri...

The Rendezvous Ch. 02

by CassidyCaine on Sep 26, 2017
Transsexuals & Crossdressers

(Author's note: I have tried to get an editor for this story but failing that after over a week of looking I'm publishing it. Please be aware this work has some fictional coercion and other sissification elements.) Nick tried to hold back as tears welled in his eyes but the finally started to stream down his cheeks in black rivers. His make-up was alrea...

Candi Gets an Upgrade

by CandiCumminz on Dec 11, 2018
Transgender & Crossdressers

This story follows the 4 part "Candi's Conversion" series. - A useless, inattentive husband is sissifed by his wife, Mistress Luna. Now named Candi, she has been fitted with a sophisticated set of tools that will mould her into the sissy her mistress desires. Mistress Luna's new friends, Sasha, a makeup artist and budding domme and her boyfriend Dom are al...

The Dominatrix Order Pt. 04 Ch. 02

by Jwwsmith on Apr 9, 2019
Fetish

Sissy Slut was the only one of Isabella's slaves who had not yet fallen ill. And as such, Sissy Slut was the only slave in healthy enough condition for Isabella to play with. He enjoyed receiving so much of her attention, and she teased and tormented her tease and denial slut unrelentingly. Twenty five days before the next supply of Medication 42 was due to...

The Work Shower

by AnotherRandomWriter on May 2, 2018
Transsexuals & Crossdressers

Howard Bryce went to the locker room five minutes before the whistle blew. He was in a hurry, hoping to beat his colleagues so he could change into his street clothes unobserved, and protect his secret. He power walked through the factory, taking an unauthorized shortcut between two processing machines (an act that would get him suspended for three days w...

Virtual maze

by Sgtwolf on Dec 20, 2019
BDSM

It’s finally here! You scrimped and saved, and the most hyped technological breakthrough in years is finally yours! You open the package and pull out the black spandex full body suit, almost midnight in color except for the neon blue thick line running down the body and each limb. The Virtual Integrated Suit System, or VISS, claimed to be able to perfectly r...

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Lace and Love Ch. 02

by vaultdweller111 on Sep 19, 2017
Transsexuals & Crossdressers

Dan had a quick shower, brushed his teeth, and after giving himself an enema he started the process of becoming Alice. He stepped into their bedroom and opened the small walk in closet revealing men's clothing for him and Jake, Jake's old uniform from the marines, some various camo and tactical clothing Jake wears for his firearms training business then came...