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SissyCaptionStories
r/SissyCaptionStories

Users

105,141

Media

3491

Created

12/11/2018

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Description

This subreddit is for longer form more narrative feminization or sissy captions about men becoming women or the sexual experiences of men undergoing feminization. Feel free to post any captions or stories fitting that description!
He never thought you'd be so good at this!
He never thought you'd be so good at this!
r/SissyCaptionStories
u/Caption4Blowjob 16 hours ago

127
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1
Anything to have higher testosterone sissy
Anything to have higher testosterone sissy
r/SissyCaptionStories
u/ComfortableOk652 14 hours ago

212
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My keyholder found out I didn't wear my chastity at work
My keyholder found out I didn't wear my chastity at work
r/SissyCaptionStories
u/weaklittlesub 20 hours ago

51
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5
Need this again
Need this again
r/SissyCaptionStories
u/Cultural-Minute-4779 1 day ago

16
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Hoffe es gefällt euch
Hoffe es gefällt euch
r/SissyCaptionStories
u/CantaloupeDapper2714 1 day ago

2

Hoffe es gefällt euch
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It’s just a lost bet, what could possibly happen?
It’s just a lost bet, what could possibly happen?
r/SissyCaptionStories
u/Latexbjanka 1 day ago

42

It’s just a lost bet, what could possibly happen?
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Is it still gay if my lesbian daughter is the one training me to be a sissy? Asking for a friend…
Is it still gay if my lesbian daughter is the one training me to be a sissy? Asking for a friend…
r/SissyCaptionStories
u/MilfMaid2023 1 day ago

27
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Trying To Pay The Rent Has Gotten A LOT Harder Since You And Your Girlfriend Broke Up…
Trying To Pay The Rent Has Gotten A LOT Harder Since You And Your Girlfriend Broke Up…
r/SissyCaptionStories
u/MilfMaid2023 1 day ago

34
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