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‘chastity’, ‘crossdressing’ and ‘sissy’ stories

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chastitycrossdressingsissy 

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Maid to Serve: Birthday Sissy Ch. 01

Husband told he'll serve wife & friend as secret sissy maid.

by Latisha_Madison in Transgender & Crossdressers 05/02/2024
H
4.67
17.2k
42
16
67

Couple on the Cruise Ch. 01

A young man encounters an married couple on a cruise boat.

by emily_blue in Transgender & Crossdressers 05/01/2024
4.31
14.9k
26
16
58

Maid to Serve: Birthday Sissy Ch. 02

Britney surprises Matt -- and herself.

by Latisha_Madison in Transgender & Crossdressers 05/05/2024
H
4.75
11.1k
14
13
24

Couple on the Cruise Ch. 03

Alex eavesdrops, and is pushed further by Maria.

by emily_blue in Transgender & Crossdressers 05/16/2024
NEWH
4.67
4.9k
10
3
17
0

The Town Sissy Pt. 06

Rory's final chapter in Great Oaks.

by RoryRouge in Transgender & Crossdressers 05/08/2024
H
4.66
3.1k
4
1
8
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