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r/SissyChastity

317,893 subscribers

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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locked OF In Bio Verified Verified Locked permalocked Unverified Mods Choice Verified Sissy watch Fem Trans Locktober
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to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for Locktober activities image
Locktober activities
Locktober
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for Locktober activities image
Locktober activities
Locktober
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for When you’re able to pull off ‘sissy slut’ better than ‘masculine guy’ 🙄 image
When you’re able to pull off ‘sissy slut’ better than ‘masculine guy’ 🙄
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for I can’t help but squirt out of my little clitty when there’s a cock in my ass! 🤷‍♀️ image
I can’t help but squirt out of my little clitty when there’s a cock in my ass! 🤷‍♀️
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for My tiny sissy clitty locked in permanent chastity. Anyone need maid service? 🎀👙🩷 image
My tiny sissy clitty locked in permanent chastity. Anyone need maid service? 🎀👙🩷
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for Locked away fucking my toy boyfriend like a good sissy! image
Locked away fucking my toy boyfriend like a good sissy!
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for Not OC but too hot not to share. image
Not OC but too hot not to share.
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for Filling myself while locked. 38 days! My head is swimming for cock permanently now image
Filling myself while locked. 38 days! My head is swimming for cock permanently now
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for My tiny pierced pink clitty, will be going permanent with my new PA cage when it arrives! Excited!! Xx image
My tiny pierced pink clitty, will be going permanent with my new PA cage when it arrives! Excited!! Xx
in Pennsylvania
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for Anal GIF by pinkslutjessiexo image
Anal GIF by pinkslutjessiexo
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for Almost all of my masculinity has been forced out of me by my own efforts…imagine what I could achieve with the added instruction of a true daddy/dom! 🤤🎀 image
Almost all of my masculinity has been forced out of me by my own efforts…imagine what I could achieve with the added instruction of a true daddy/dom! 🤤🎀
OF In Bio
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for If there’s any doubt whether it should be permanently locked…. image
If there’s any doubt whether it should be permanently locked….
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for Locked away in pink panties 🎀 image
Locked away in pink panties 🎀
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for Caged and fucked 🎀🩷💄😘 image
Caged and fucked 🎀🩷💄😘
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for Pink and pierced 🎀 image
Pink and pierced 🎀
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for NNN will be the death of me 🙄 or my masculinity anyway 🤤🎀 image
NNN will be the death of me 🙄 or my masculinity anyway 🤤🎀
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for Locktober keeps me well behaved yet busy ☺️😳 image
Locktober keeps me well behaved yet busy ☺️😳
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for Does anyone know the maker and model of this cage?? OBSESSED! image
Does anyone know the maker and model of this cage?? OBSESSED!
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for My owners boyfriend vs. my tiny clitty. And yes, of course I’m permanently locked. image
My owners boyfriend vs. my tiny clitty. And yes, of course I’m permanently locked.
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for My tiny pink clitty cage, freshly shaved with a cute landing strip to boot! Such a sissy. image
My tiny pink clitty cage, freshly shaved with a cute landing strip to boot! Such a sissy.
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for pretty pink cage for a pretty pink clitty! ✨ image
pretty pink cage for a pretty pink clitty! ✨
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for Locktober pushed me over the edge, now my lock is broken and my little clitty is permanently locked. Next step is to lose my virginity to a real man. image
Locktober pushed me over the edge, now my lock is broken and my little clitty is permanently locked. Next step is to lose my virginity to a real man.
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for Taking BBC in permanent chastity like the broken sissy slut I am. image
Taking BBC in permanent chastity like the broken sissy slut I am.
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for What I used to fuck with VS. what fucks me now. image
What I used to fuck with VS. what fucks me now.
to r/SissyChastity by Upset-Technician-352
3 months ago
Preview thumbnail for locked in chastity with clitty decorations! image
locked in chastity with clitty decorations!