New to chastity. Tips on ring size? This feels alright but I don't think it looks right?1wk ⋅ NewSissy4Daddy ⋅ r/SissyChastity
[21] In chastity for 17 days by now and leaking. (At least) 45 more days to go. Am i a good white boi?1yr ⋅ Dramatic_Bite_188 ⋅ r/SissyChastity
We took each other’s keys away, now we just need someone to join us 🥺💕7mo ⋅ rainbow-femboy ⋅ r/SissyChastity
Soon I'm going to be sucking my first ever cock and the thought has got my balls very blue 😅1mo ⋅ Scribs1667 ⋅ r/SissyChastity
My boobs are slowly coming along... I hope you enjoy them as much as my pretty cage !1yr ⋅ SissyLucyStorm ⋅ r/SissyChastity
I’ve been locked for over 3months atm, do I deserve a little break?1mo ⋅ Fairy_doll69 ⋅ r/SissyChastity
This slutty lingerie and the older daddy I'm talking to on Grindr make me feel like maybe this isn't just a phase...1yr ⋅ Flora_Sis ⋅ r/SissyChastity
24. My old Bully Discovered what I did this weekend. Do I give in a serve him? 1mo ⋅ Sissy___Nicole ⋅ r/SissyChastity
all boys are just one cage away from turning into this. trust me! 🙈😅1yr ⋅ ChloeLynnCD ⋅ r/SissyChastity
A caged slut should always have a massive dildo to compare her cage to 💗2wk ⋅ rainbow-femboy ⋅ r/SissyChastity
1. Suck, 2. Fuck, 3. Wife me, 4. Fuck you, 5. Suck you ( you can only pick 2 ) ❤🔥1mo ⋅ Bamlover ⋅ r/SissyChastity
I thought I’d come around today and clean for you, do you mind? 🤭🤭1yr ⋅ Complex-Adagio-7812 ⋅ r/SissyChastity
My clitty just gets hard and stretches my cage, any way I can help mitigate this?2mo ⋅ NorwegianSissySlut ⋅ r/SissyChastity
Three best friends are all in chastity together! 💗 Which cage do you like the most?8mo ⋅ rainbow-femboy ⋅ r/SissyChastity
i never know who shes sending these too 🤯 all i know is most people snicker and laugh at me in public 🥵5mo ⋅ ChloeLynnCD ⋅ r/SissyChastity
you come home to me dressed like this, what do you make me do first?1yr ⋅ ArieCumSlut ⋅ r/SissyChastity
With cum on my face and dick inside my throat, would my selfies look cuter?3mo ⋅ Sasha_Foxyq ⋅ r/SissyChastity
my first time wearing a cage.. would you throw the key away, or let my pp breathe? 🥺7mo ⋅ twinkidiot ⋅ r/SissyChastity
Taking the cage out for a minute before tucking it safely back into the suit!1yr ⋅ Jumpy_Effort_7037 ⋅ r/SissyChastity
Deciding what difficulty level I want to do Locktober in. Thoughts?7mo ⋅ SlavetoAngelCurves ⋅ r/SissyChastity
Caged and stuffed, is there a better way to spend a weekend?5mo ⋅ littledick_boyfriend ⋅ r/SissyChastity
Never been locked this long (~49 days) nor been in such a small cage before, I think it's starting to affect my psyche....5mo ⋅ SissySummer21 ⋅ r/SissyChastity
Let me lock you in chastity too and then we can share my double-ended dildo 😘3mo ⋅ Luci_Belle ⋅ r/SissyChastity
Weren't you gonna fuck me after 30 days of chastity like you promised ? I even wore my plug for the occasion 🔒2mo ⋅ BambifyMe ⋅ r/SissyChastity
