r/SissyCaptionStories
168,858 subscribers
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!

SissyCaptionStories Moderators

Last updated: 09/11/2023
• KatySissy added 5 years ago
• CaseyCuss69 added 5 years ago
• exothrowaway added 3 years ago (also mods r/SissyHeaven, r/ForcedFeminization, r/StraightToSissy, r/sissyplace, r/SissyInspiration, and 16 more...)
• Sarahvixen7447 added 3 years ago
Notice: This subreddit is not actively monitored, so the posts here are only a small subset of what exists on reddit.
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Preview thumbnail for Would you want to have a bachelor party like that? image
in r/SissyCaptionStories
Would you want to have a bachelor party like that?
Preview thumbnail for Turned By My Roommate image
in r/SissyCaptionStories
Turned By My Roommate
Preview thumbnail for Alpha Male Tips image
in r/SissyCaptionStories
Alpha Male Tips
Preview thumbnail for its so scary but also hot to be blackmailed image
in r/SissyCaptionStories
its so scary but also hot to be blackmailed
Preview thumbnail for riding image
in r/SissyCaptionStories
riding
Preview thumbnail for delicious meal image
in r/SissyCaptionStories
delicious meal
Preview thumbnail for when it goes inside image
in r/SissyCaptionStories
when it goes inside
Preview thumbnail for Caught Peeking image
in r/SissyCaptionStories
Caught Peeking
Preview thumbnail for What to do when bored... image
in r/SissyCaptionStories
What to do when bored...
Preview thumbnail for Gonna pass the test? 🍑 image
in r/SissyCaptionStories
Gonna pass the test? 🍑
Preview thumbnail for Be honest with me, what mark are you stopping at? image
in r/SissyCaptionStories
Be honest with me, what mark are you stopping at?
Preview thumbnail for couldn’t control it image
in r/SissyCaptionStories
couldn’t control it
Preview thumbnail for Caught at work image
in r/SissyCaptionStories
Caught at work
Preview thumbnail for Accidental - Part 6 image
in r/SissyCaptionStories
Accidental - Part 6
Preview thumbnail for Few hypno videos won’t turn you into sissy slut right? image
in r/SissyCaptionStories
Few hypno videos won’t turn you into sissy slut right?
Preview thumbnail for French Maids! image
in r/SissyCaptionStories
French Maids!
Preview thumbnail for You can't imagine a day without hot delicious load image
in r/SissyCaptionStories
You can't imagine a day without hot delicious load
Preview thumbnail for The First of Many! image
in r/SissyCaptionStories
The First of Many!
Preview thumbnail for Would you do it to avoid getting thrown out? image
in r/SissyCaptionStories
Would you do it to avoid getting thrown out?
Preview thumbnail for Saving the Job! image
in r/SissyCaptionStories
Saving the Job!
Preview thumbnail for Grindr is the best place for sissy image
in r/SissyCaptionStories
Grindr is the best place for sissy
Preview thumbnail for Hitchhiking Pt 1 image
in r/SissyCaptionStories
Hitchhiking Pt 1
Preview thumbnail for when your football team loses, you win something else... image
in r/SissyCaptionStories
when your football team loses, you win something else...
Preview thumbnail for Sissy Cuck image
in r/SissyCaptionStories
Sissy Cuck
Preview thumbnail for Your roommate is bi🥵 image
in r/SissyCaptionStories
Your roommate is bi🥵