Categories

SELECT COUNT(*) FROM gallery WHERE topic_category="SissyChastity"

My cage matches my skirt!

My cage matches my skirt!

Such a pretty little thing

Such a pretty little thing

I'm ready sir, if you'll have me

I'm ready sir, if you'll have me

Now that my enslaved German sissy Lisa is back home, I had her change into something more comfortable and also have her plugged as well 😇😈

Now that my enslaved German sissy Lisa is back home, I had her change into something more comfortable and also have her plugged as well 😇😈

Day 5 locked. Took it off for showering this morning. Felt wrong without it. Happy to be safe and secure again ☺️

Day 5 locked. Took it off for showering this morning. Felt wrong without it. Happy to be safe and secure again ☺️

Being caged got me acting like such a slut... But hey, i actually love it (. ❛ ᴗ ❛.)

Being caged got me acting like such a slut... But hey, i actually love it (. ❛ ᴗ ❛.)

Meet my beautiful girl Zehra she submitted to me last week. She likes to know how you would like to see her next time for Reddit. Comment in the post. Will upload the pics the coming week.

Meet my beautiful girl Zehra she submitted to me last week. She likes to know how you would like to see her next time for Reddit. Comment in the post. Will upload the pics the coming week.

Leaking without touching my clit

Leaking without touching my clit

Getting a late start on locktober!

Getting a late start on locktober!

Letting my sissy watch my bull fuck me while she stays locked in her tiny chastity cage 🥰🥰

Letting my sissy watch my bull fuck me while she stays locked in her tiny chastity cage 🥰🥰

My new cage arrived today! Been meaning to downsize for a while. What do you think? 💕

My new cage arrived today! Been meaning to downsize for a while. What do you think? 💕

Chaster verification. You can vote for me in comments!

Chaster verification. You can vote for me in comments!

Waiting for my doms 😇

Waiting for my doms 😇

They’ve got no idea who they’re playing with!

They’ve got no idea who they’re playing with!

Tight cages & matching underwear ❤️

Tight cages & matching underwear ❤️

I love the weight of a good metal cage 😍

I love the weight of a good metal cage 😍

Pink is pretty 💕

Pink is pretty 💕

Sissy Uniform and Chastity 2021/12/03

Sissy Uniform and Chastity 2021/12/03

Last day? Or should I keep going?

Last day? Or should I keep going?

Being a good girl and keeping my legs together ...

Being a good girl and keeping my legs together ...

I'm addicted 🥰

I'm addicted 🥰

My hole needs some attention

My hole needs some attention

Too much purple?! Or does it work?

Too much purple?! Or does it work?

Day 6 of locktober. 🤤🤤

Day 6 of locktober. 🤤🤤

My underwear

My underwear

Always locked, always horny

Always locked, always horny

What would you do if you saw me posed like this?

What would you do if you saw me posed like this?

add me on my snap ruby.wood23 if you want to be my little sissy in chastity. 20 likes and i post sissy tasks. :***

add me on my snap ruby.wood23 if you want to be my little sissy in chastity. 20 likes and i post sissy tasks. :***

Working late 😈

Working late 😈

For those of your sorting by new, here's a new cage for you 😘

For those of your sorting by new, here's a new cage for you 😘

locked mode is activated🥺🔐

locked mode is activated🥺🔐

This pink cage was so hot!

This pink cage was so hot!

Feeling so smooth clean shaven ☺️

Feeling so smooth clean shaven ☺️

Locked for daddy

Locked for daddy

Absolutely love this 😍

Absolutely love this 😍

Going to try this again.

Going to try this again.

Would u fuck my ass while I'm locked in chastity?

Would u fuck my ass while I'm locked in chastity?

I keep checking my phone, hoping November is already over 😫

I keep checking my phone, hoping November is already over 😫

Listening to my girlfriend get fucked in the other room again

Listening to my girlfriend get fucked in the other room again

Old pic but its so cute anyway:)

Old pic but its so cute anyway:)

Locked girls are the best!

Locked girls are the best!

4 days left in locktober! Have you made it this far?!

4 days left in locktober! Have you made it this far?!

Hold my keys and I’ll get on my knees

Hold my keys and I’ll get on my knees

3 weeks feels good

3 weeks feels good

Are you committed to Locktober? Let Daddy doll you up, lock you up and dick you down.

Are you committed to Locktober? Let Daddy doll you up, lock you up and dick you down.

Wanna teach me how to cum while I’m locked up? 😜

Wanna teach me how to cum while I’m locked up? 😜

Had to improvise♥️🌈😜

Had to improvise♥️🌈😜

pink is our favourite colour

pink is our favourite colour

Locked tiny clitty & tight pussy. Yummy? ( Tiny eyes too 😑)

Locked tiny clitty & tight pussy. Yummy? ( Tiny eyes too 😑)

My enslaved Ellie's verification before sending this bitch to work 😇

My enslaved Ellie's verification before sending this bitch to work 😇

Smaller cage is already ordered. Can't wait to put this tiny thing into the cage it deserves. 😁

Smaller cage is already ordered. Can't wait to put this tiny thing into the cage it deserves. 😁

I thought if I was in chastity in a hotel I would behave. I was wrong.

I thought if I was in chastity in a hotel I would behave. I was wrong.

What do you think of my new cage?

What do you think of my new cage?

This is Zehra she likes to show off for your amusement. You will be seeing more of her in the future.

This is Zehra she likes to show off for your amusement. You will be seeing more of her in the future.

My clit gets so wet in chastity.

My clit gets so wet in chastity.

Locked up tight just how daddy likes it 🥰

Locked up tight just how daddy likes it 🥰

Locked for cock

Locked for cock

Month 4 in nub and i still want more of it 😊

Month 4 in nub and i still want more of it 😊

Can I be your locked sissy slut gf?✨💕

Can I be your locked sissy slut gf?✨💕

Can’t wait to join you guys :)

Can’t wait to join you guys :)

good girls are leashed and locked ❤

good girls are leashed and locked ❤

A samurai without a master is a Ronin, what’s a sissy without a master called?

A samurai without a master is a Ronin, what’s a sissy without a master called?

OMG it's so big🍆Wanna see me play with ? 🍑💕

OMG it's so big🍆Wanna see me play with ? 🍑💕

Happy new year! Goodluck on all your sissy resolutions~

Happy new year! Goodluck on all your sissy resolutions~

Day 13 in chastity 🥰

Day 13 in chastity 🥰

I Hope my chastity is small enough

I Hope my chastity is small enough

I want out so bad!

I want out so bad!

13 hours in now, my new personal record

13 hours in now, my new personal record

Ive jumped into the deep with this one, will it fit?o.o

Ive jumped into the deep with this one, will it fit?o.o

I'm in need of some DEEP cuddles👉👈🤗

I'm in need of some DEEP cuddles👉👈🤗

Just a bathroom selfie from a horny locked up girl at work. 🥵

Just a bathroom selfie from a horny locked up girl at work. 🥵

Little locked clitty

Little locked clitty

I’m prepared for everything 🥰

I’m prepared for everything 🥰

Am I caged, yes, will I still rail you with a strap on? If you ask nicely.

Am I caged, yes, will I still rail you with a strap on? If you ask nicely.

💋🤤 Slutty submissive sissy (PMs open for sexting and dick pics from hung straight men.) I enjoy worshipping you! Fill my DMs up with cock pics. 🤤

💋🤤 Slutty submissive sissy (PMs open for sexting and dick pics from hung straight men.) I enjoy worshipping you! Fill my DMs up with cock pics. 🤤

Finally fit in the nub after a couple months in a nano, so proud of my lil clitty🥰

Finally fit in the nub after a couple months in a nano, so proud of my lil clitty🥰

I missed locktober but NNNovember is coming soon😈

I missed locktober but NNNovember is coming soon😈

Thinking of you! 💛

Thinking of you! 💛

Leaking hard

Leaking hard

I love the feeling of panties rubbing over my cage 💗

I love the feeling of panties rubbing over my cage 💗

u/ewisky tributed me, so hot 🔥

u/ewisky tributed me, so hot 🔥

Plugged and caged forever❤️🔐

Plugged and caged forever❤️🔐

I’m so relieved. Daddy took off my catheter cage after 5 days. It was awful!

I’m so relieved. Daddy took off my catheter cage after 5 days. It was awful!

Always teasing & denying her little clitty 🔐🎀

Always teasing & denying her little clitty 🔐🎀

A little leak... 🙈

A little leak... 🙈

Can’t sleep without my cage on anymore

Can’t sleep without my cage on anymore

Just one week in chastity... how long do you think I should keep it locked?

Just one week in chastity... how long do you think I should keep it locked?

My enslaved sissy Riley morning verification 😇

My enslaved sissy Riley morning verification 😇

I think my sissy is coming along nicely.

I think my sissy is coming along nicely.

Testing out the valentine's fit 🥵

Testing out the valentine's fit 🥵

Can this be our little secret? 😘

Can this be our little secret? 😘

My first full week caged! 🥰

My first full week caged! 🥰

Your panties and bra have been approved. You are in compliance to go to work, my enslaved sissy Jenna😈

Your panties and bra have been approved. You are in compliance to go to work, my enslaved sissy Jenna😈

Say hello to sissy slave Emma. She has a desire to be a better bitch slave to her boss, now i'm the Boss😈 What are we going to do with her little fine hole? 😈

Say hello to sissy slave Emma. She has a desire to be a better bitch slave to her boss, now i'm the Boss😈 What are we going to do with her little fine hole? 😈

Started Locktober early!

Started Locktober early!

Finally got a micro cage, what do y’all think?

Finally got a micro cage, what do y’all think?

Just doing what sissies do.

Just doing what sissies do.

My favorite color is pink! 💕

My favorite color is pink! 💕

In case you are wondering... yes I am in the ladies...

In case you are wondering... yes I am in the ladies...