Categories

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

A good girl stays caged! 😊😘

A good girl stays caged! 😊😘

I forced my enslaved sissy bitch Ellie go buy a dress from Target this morning 😈 I think she looks decent in it🤔

I forced my enslaved sissy bitch Ellie go buy a dress from Target this morning 😈 I think she looks decent in it🤔

I want to go smaller 🤪

I want to go smaller 🤪

After 12 full days of NNN I'm still strong. But now look at my new socks:3

After 12 full days of NNN I'm still strong. But now look at my new socks:3

For for the ones that said my enslaved sissy Rose needs to be caged, she's been caged for a while now 😛 decided to plug her up on her free time right now 😈

For for the ones that said my enslaved sissy Rose needs to be caged, she's been caged for a while now 😛 decided to plug her up on her free time right now 😈

Caged & feminized, just how i like her. It’s not even forced anymore. I think i done a good job with my hubby, don’t you?😈

Caged & feminized, just how i like her. It’s not even forced anymore. I think i done a good job with my hubby, don’t you?😈

Day 16 check in! Hope to stay in and relax. Anyone watching DC Fandome?

Day 16 check in! Hope to stay in and relax. Anyone watching DC Fandome?

You found a locked maid underneath your desk.

You found a locked maid underneath your desk.

When my clit is locked, my ass is free for use☺️🔐👌🏻

When my clit is locked, my ass is free for use☺️🔐👌🏻

Schoolboy chilling, and feeling a little needy. 😖❤

Schoolboy chilling, and feeling a little needy. 😖❤

You know the rules my enslaved sissy Amber 😇 you want to chill and play video games you will be dressed properly for that 😈

You know the rules my enslaved sissy Amber 😇 you want to chill and play video games you will be dressed properly for that 😈

Still locked and very horny, would anyone like to help me with my horniness?

Still locked and very horny, would anyone like to help me with my horniness?

Short skirt and caged, that's those boxes ticked!

Short skirt and caged, that's those boxes ticked!

Pink PVC & Latex mask with a pink cage & butt plug too 😍 I can't believe they used to be my

Pink PVC & Latex mask with a pink cage & butt plug too 😍 I can't believe they used to be my "boyfriend" lol

My enslaved Sissy Ariane's morning verification

My enslaved Sissy Ariane's morning verification

My enslaved sissy Ariane's morning verification

My enslaved sissy Ariane's morning verification

Jealous much?

Jealous much?

Which cage do you guys and gurls prefer? 💞 I can't decide 💞 Thank you for the great response to my first post here 💞

Which cage do you guys and gurls prefer? 💞 I can't decide 💞 Thank you for the great response to my first post here 💞

Locktober Day 20: Put my best jewelry on for you

Locktober Day 20: Put my best jewelry on for you

I never really anticipated that this was how I'd be

I never really anticipated that this was how I'd be "masturbating", but, well, here we are!

sissy schoolgirl

sissy schoolgirl

How would you like to spend the night with me, I got us a hotel room and everything ☺️❤️❤️❤️😈⬇️⬇️⬇️

How would you like to spend the night with me, I got us a hotel room and everything ☺️❤️❤️❤️😈⬇️⬇️⬇️

I love my hotwifes dirty mouth.... especially when she's talking about my lack of manhood

I love my hotwifes dirty mouth.... especially when she's talking about my lack of manhood

Morning hypno session with vibrator on my plugged pussy 🤤

Morning hypno session with vibrator on my plugged pussy 🤤

My gf got me a smaller cage after my old one broke. Happy locktober!

My gf got me a smaller cage after my old one broke. Happy locktober!

Shaved n caged

Shaved n caged

Locktober has made me into a complete slut

Locktober has made me into a complete slut

Chastity Ballet!

Chastity Ballet!

Life is so much better this way 💕

Life is so much better this way 💕

Trying the holy trainer, removed my queens keep?

Trying the holy trainer, removed my queens keep?

How I'm sleeping tonight.

How I'm sleeping tonight.

Happy Locktober. First one and feeling good.💕💋

Happy Locktober. First one and feeling good.💕💋

1 orange arrow = 1 day more locked lets see if im lucky today

1 orange arrow = 1 day more locked lets see if im lucky today

The cage is a compulsory part of the school uniform 😘

The cage is a compulsory part of the school uniform 😘

This teen clitty has been loked for 34h already 😋

This teen clitty has been loked for 34h already 😋

You never know what's under the skirt

You never know what's under the skirt

Does being in chastity just makes me more breedable?

Does being in chastity just makes me more breedable?

I'm chastity and plugged❤️

I'm chastity and plugged❤️

I used to think I was “straight”🥵 DMs open

I used to think I was “straight”🥵 DMs open

I feel better caged 🔒

I feel better caged 🔒

It's that time for my enslaved Jenna to go to work verification before work I'm probably going to have her do verification at work today as well 😇

It's that time for my enslaved Jenna to go to work verification before work I'm probably going to have her do verification at work today as well 😇

Now in pink! Dildo size comparison

Now in pink! Dildo size comparison

Day 2 of forever, I added a Lil bow ❤

Day 2 of forever, I added a Lil bow ❤

Loctober 10th. Cages just keep getting smaller…

Loctober 10th. Cages just keep getting smaller…

Working late 😈

Working late 😈

Doing housework locked and plugged is making me all leaky 😵‍💫😵‍💫

Doing housework locked and plugged is making me all leaky 😵‍💫😵‍💫

Locktober has definitely made my panties wet on multiple days!

Locktober has definitely made my panties wet on multiple days!

Want to play with me?

Want to play with me?

Small pp stays caged

Small pp stays caged

Slut training.

Slut training.

Getting smaller all the time

Getting smaller all the time

Locked at all times :)

Locked at all times :)

I'm still a man (31m), right?

I'm still a man (31m), right?

Put to shame by a dildo 🥺

Put to shame by a dildo 🥺

You think I pass as a girl? 🥰

You think I pass as a girl? 🥰

Day 18 🥵

Day 18 🥵

I need a better one any recommendation thanks

I need a better one any recommendation thanks

Locked and gaming!

Locked and gaming!

week 1 down

week 1 down

Feminize me and I won’t be able to keep my mouth off your cock

Feminize me and I won’t be able to keep my mouth off your cock

When my dick is locked🔐👌🏻 my ass is ready for use🤤✌🏻

When my dick is locked🔐👌🏻 my ass is ready for use🤤✌🏻

I need someone to help me cum while I’m locked up 🥺

I need someone to help me cum while I’m locked up 🥺

Had a great night with my keyholder 🐰🔒

Had a great night with my keyholder 🐰🔒

hope you have a good weekend 💖

hope you have a good weekend 💖

Am I still straight?

Am I still straight?

staying strong in my first locktober

staying strong in my first locktober

Caged and plugged, an happy sissy!🤗💖

Caged and plugged, an happy sissy!🤗💖

my new cage is so fun! i’m leaking a ton🥰

my new cage is so fun! i’m leaking a ton🥰

Long term chastity changed me into a girl 😳

Long term chastity changed me into a girl 😳

Nice and snug

Nice and snug

Have me a foot rest

Have me a foot rest

Locked and shaved ^^

Locked and shaved ^^

Everything looks to be in order

Everything looks to be in order

What she wanted

What she wanted

Can’t tell if balls are getting bigger or if clit is just getting smaller…

Can’t tell if balls are getting bigger or if clit is just getting smaller…

Day 9 of 31🥲 not even half way there

Day 9 of 31🥲 not even half way there

My girlfriend has turned my manhood into a distant memory 😅💖

My girlfriend has turned my manhood into a distant memory 😅💖

Wish this was a real cock :3

Wish this was a real cock :3

No matter how much I try, I always come back.

No matter how much I try, I always come back.

I decided to gag and stuff my enslaved sissy Lucie as reward for her services 😇 maybe later on I'll have her masturbate for us 😈

I decided to gag and stuff my enslaved sissy Lucie as reward for her services 😇 maybe later on I'll have her masturbate for us 😈

Good girls stay locked at work

Good girls stay locked at work

Would you unlock me for Christmas

Would you unlock me for Christmas

Faggot

Hey how is lockober going sissies ? Mine is great 🥰

Hey how is lockober going sissies ? Mine is great 🥰

My little clit compared to a real man's cock 🤤

My little clit compared to a real man's cock 🤤

Does my locked girly clit make me good girl?🥰🔐 I really want someone to cum on my feminine face💦

Does my locked girly clit make me good girl?🥰🔐 I really want someone to cum on my feminine face💦

You weren't supposed to see that! 😯

You weren't supposed to see that! 😯

Thank you u/sissi-emmi for the suggestion to go smaller. So worth it.

Thank you u/sissi-emmi for the suggestion to go smaller. So worth it.

Wanna taste or fuck me ? 💋

Wanna taste or fuck me ? 💋

fucking myself in ripped fishnets was so hot 🥵 I even got a 7 min video of me riding a 10

fucking myself in ripped fishnets was so hot 🥵 I even got a 7 min video of me riding a 10" dildo

Every day I feel like bigger sissy than the day before

Every day I feel like bigger sissy than the day before

do u like it ?

do u like it ?

Locktober is going great

Locktober is going great

Feeling nice and full!

Feeling nice and full!

Fun fact: this was in 2016 when I started my passion for chastity cages 🥰

Fun fact: this was in 2016 when I started my passion for chastity cages 🥰

My enslaved Sissy Ariane morning verification.

My enslaved Sissy Ariane morning verification.

Being locked up just makes me more horny 🥵

Being locked up just makes me more horny 🥵

Unlock?💞

Unlock?💞

Over the knee socks always get me going, not that you can tell in this cage (with sneaky bonus tail plug!)

Over the knee socks always get me going, not that you can tell in this cage (with sneaky bonus tail plug!)

Looks like my enslaved Ruby going to make some boys lust for her tonight when she gets sent out I know I would 😈

Looks like my enslaved Ruby going to make some boys lust for her tonight when she gets sent out I know I would 😈