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r/chastity

331,895 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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Keyholder Male Chastity Sissy Chastity Fem She/Her Female Chastity trans Verified Keyholder Story Discussion masc female Transgender Chastity Verification Verification Holy Trainer v2 Discussion Verified (jailbird) Meta Locked Sissy Verified Keyholder+Lockee Verified Story Mod's Choice watch He/Him Verified (HolyTrainer) Male Chastity view more
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to r/chastity by betafinn969
1 week ago
Preview thumbnail for I got my third dildo today. Only been two months since my first. 😦 Had to try it while in my pussy cage. image
I got my third dildo today. Only been two months since my first. 😦 Had to try it while in my pussy cage.
to r/chastity by SissySuki
2 days ago
Preview thumbnail for As it should be! image
As it should be!
to r/chastity by betafinn969
1 week ago
Preview thumbnail for This chastity cage feels right for me image
This chastity cage feels right for me
to r/chastity by betafinn969
2 weeks ago
Preview thumbnail for Watched so much sissy hypno that I leaked in my panties. Took them aside and noticed I still did. 🫢 image
Watched so much sissy hypno that I leaked in my panties. Took them aside and noticed I still did. 🫢
to r/chastity by betafinn969
2 weeks ago
Preview thumbnail for Asking Reddit, do you prefer a caged femboi to have a landing strip or be smooth? 🫢 Are there other opinions? I'd like to hear them. Haven't done this much. image
Asking Reddit, do you prefer a caged femboi to have a landing strip or be smooth? 🫢 Are there other opinions? I'd like to hear them. Haven't done this much.
to r/chastity by betafinn969
3 weeks ago
Preview thumbnail for Couple of months ago I used to try on a cage once a week or so... now almost daily. 😳 image
Couple of months ago I used to try on a cage once a week or so... now almost daily. 😳
to r/chastity by SissySuki
3 weeks ago
Preview thumbnail for Swipe to reveal! image
Swipe to reveal!
to r/chastity by betafinn969
3 weeks ago
Preview thumbnail for How do you like my🩷? image
How do you like my🩷?
to r/chastity by betafinn969
3 weeks ago
Preview thumbnail for I'm going to try to sleep in a chastity cage the second time now. 😶 Tried it once before and I was kind of restless the whole night. 😕 If anyone has experience let me know what things could help..?🩷 image
I'm going to try to sleep in a chastity cage the second time now. 😶 Tried it once before and I was kind of restless the whole night. 😕 If anyone has experience let me know what things could help..?🩷
to r/chastity by betafinn969
1 month ago
Preview thumbnail for I don't feel like I dress according to my age anymore when I put on a chastity cage. I'm 28. image
I don't feel like I dress according to my age anymore when I put on a chastity cage. I'm 28.
to r/chastity by betafinn969
1 month ago
Preview thumbnail for Locked myself this evening.🔒 Going to try to sleep in a chastity cage a second time. (only tried it once before couple weeks ago) image
Locked myself this evening.🔒 Going to try to sleep in a chastity cage a second time. (only tried it once before couple weeks ago)
to r/chastity by betafinn969
1 month ago
Preview thumbnail for When I sometimes try on a chastity... it usually ends up me wanting to dress up really girly, and I can't help it. 🫢 image
When I sometimes try on a chastity... it usually ends up me wanting to dress up really girly, and I can't help it. 🫢
to r/chastity by betafinn969
1 month ago
Preview thumbnail for Goodnight everyone.😴 First time going to try to sleep in a small plug and cage. 🫢 Wish me luck. image
Goodnight everyone.😴 First time going to try to sleep in a small plug and cage. 🫢 Wish me luck.
to r/chastity by betafinn969
1 month ago
Preview thumbnail for I haven't tried to pull off a landingstrip many times. But I did. It's not so easy to get as I don't have much body hair. 🫢 image
I haven't tried to pull off a landingstrip many times. But I did. It's not so easy to get as I don't have much body hair. 🫢
to r/chastity by betafinn969
1 month ago
Preview thumbnail for Got a new chastity cage last week. Does it suit me? image
Got a new chastity cage last week. Does it suit me?
to r/chastity by betafinn969
1 month ago
Preview thumbnail for How does my outfit look? 💖🔒 image
How does my outfit look? 💖🔒
to r/chastity by betafinn969
1 month ago
Preview thumbnail for Do I belong in chastity? image
Do I belong in chastity?
to r/chastity by EvieSissy
2 months ago
Preview thumbnail for Day 4 in a sexy new negligee image
Day 4 in a sexy new negligee
to r/chastity by EvieSissy
2 months ago
Preview thumbnail for Do you think the boys at the gym will notice? image
Do you think the boys at the gym will notice?
to r/chastity by EvieSissy
2 months ago
Preview thumbnail for Day 3, Goddess made me watch porn for over an hour last night with my lovense edge in. I was leaking a little by the time it was over. image
Day 3, Goddess made me watch porn for over an hour last night with my lovense edge in. I was leaking a little by the time it was over.
to r/chastity by ManSlutForYou
3 months ago
Preview thumbnail for I wish someone else was spanking me like this,I'll take as many spanks as you think I deserve image
I wish someone else was spanking me like this,I'll take as many spanks as you think I deserve
to r/chastity by sweet_cavin
3 months ago
Preview thumbnail for I guess fucking inflatable sex dolls with a strapon is the only way to have sex for me from now on... image
I guess fucking inflatable sex dolls with a strapon is the only way to have sex for me from now on...
to r/chastity by sweet_cavin
3 months ago
Preview thumbnail for So tempting... ...but no. image
So tempting... ...but no.
to r/chastity by Lockedaway95
3 months ago
Preview thumbnail for New shiny outfit~ image
New shiny outfit~
to r/chastity by Lockedaway95
3 months ago
Preview thumbnail for Back into chastity image
Back into chastity