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‘sissy chastity’ stories

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Jessica Ch. 04 - Vanessa Pt. 03

Jessica plays with her sissy Vanessa, who's caged for her.

by Floydman1 in Transgender & Crossdressers 11/25/2023
H
4.81
6.8k
7
1
20
0

Claire Ch. 01: It Begins

Luke's life will take a turn and may be permanet!

by once_upon_a_life in Transgender & Crossdressers 11/08/2023
4.47
18.4k
26
14
40
0

Leah, Locked Ch. 04

Leah takes the plunge with Miss Olivia and Amanda.

by Floydman1 in Transgender & Crossdressers 10/22/2023
H
4.88
4.6k
7
1
15

White Dom Turned Sissy for BBC

Alpha white man learns his inferiority to BBC.

by sissicherri in Transgender & Crossdressers 08/07/2022
H
4.72
97.7k
192
20
326

Leah, Locked Ch. 03

Leah meets Amanda's wife Olivia and they get acquainted.

by Floydman1 in Transgender & Crossdressers 02/20/2022
H
4.78
9.2k
6
6
11

My Sissy Adventures

Sissy husband shares his first time in public in drag.

by CagedAndOwned in Transgender & Crossdressers 08/22/2021
4.06
19.3k
10
5
18
0

Leah, Locked Ch. 02

More fun is had between two caged sissies.

by Floydman1 in Transgender & Crossdressers 05/12/2021
H
4.81
20.1k
20
4
38

Slow Descent into Sissy-Hood... Ch. 02

The descent into being a sissy continues. Chapter 2

by Slipperylock in Transgender & Crossdressers 05/02/2020
H
4.67
46.6k
71
15
87

Sissy, Hypnotized

A night out results in triggers unleashed for this sissy.

by Slipperylock in Transgender & Crossdressers 04/03/2019
H
4.66
193.3k
261
31
393
0

My Sissy Life

This sissy's life. Non-fiction.

by apple2023101 in Transgender & Crossdressers 10/20/2017
3.99
139.4k
50
7
73
0
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