Categories

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

Just slide under me and I’ll do all the work 😚

Just slide under me and I’ll do all the work 😚

Waiting in bed for you

Waiting in bed for you

Three years ago I was a hairy, straight, man. Now I look like this.

Three years ago I was a hairy, straight, man. Now I look like this.

I have already set this new slave to do her mandatory check-ins and verifications. that's right Megan this is your life now sissy slave 😈

I have already set this new slave to do her mandatory check-ins and verifications. that's right Megan this is your life now sissy slave 😈

Am I doing this right?

Am I doing this right?

Hope you all enjoy my locked clitty!

Hope you all enjoy my locked clitty!

Its day 10 in chastity so to celebrate I have upgraded to a smaller cage 😀🔒🥰

Its day 10 in chastity so to celebrate I have upgraded to a smaller cage 😀🔒🥰

Mrs Robinson you're trying to seduce me!

Mrs Robinson you're trying to seduce me!

Getting fu*led by a machine cause I can’t! 🔒🔒🔐🔐🍆

Getting fu*led by a machine cause I can’t! 🔒🔒🔐🔐🍆

Best way to play vidya

Best way to play vidya

A lock and plug per day keeps the masculinity away

A lock and plug per day keeps the masculinity away

All locked up, but no one to show :(

All locked up, but no one to show :(

Hey

If fucking sissies was an Olympic sport, would you go for the gold? 🏅

If fucking sissies was an Olympic sport, would you go for the gold? 🏅

Every like is another day in chasity. Every gift giving is 2 weeks added. Every comment is another day in chasity. I’ll let y’all decide

Every like is another day in chasity. Every gift giving is 2 weeks added. Every comment is another day in chasity. I’ll let y’all decide

Not participating in locktober, but chastity fun is still fun!

Not participating in locktober, but chastity fun is still fun!

My enslaved sissy Jenna panties and bra verification also Jenna has been locked in her cage for 8 weeks straight without one single remove 😇 very proud of this slave.

My enslaved sissy Jenna panties and bra verification also Jenna has been locked in her cage for 8 weeks straight without one single remove 😇 very proud of this slave.

Go away cock!

Go away cock!

Snug x

It’s is my 15th day. Fuck I’m so horny.

It’s is my 15th day. Fuck I’m so horny.

What would you do if you found me tied up and helpless?

What would you do if you found me tied up and helpless?

Hey

Wanna spread my legs and have some fun?💕

Wanna spread my legs and have some fun?💕

Daddy says no more touching my clitty

Daddy says no more touching my clitty

Time for my cage

Time for my cage

Happy Valentine’s Day!! 💕

Happy Valentine’s Day!! 💕

I just love being caged 🥰

I just love being caged 🥰

I love the feeling of panties rubbing over my cage 💗

I love the feeling of panties rubbing over my cage 💗

Where would you cum first? 🥺

Where would you cum first? 🥺

Only 28 days to go :)

Only 28 days to go :)

Why do I even try to be a man? I always end up here…

Why do I even try to be a man? I always end up here…

My clitty is leaking.

My clitty is leaking.

Is this the right way sissies? ☺🤭

Is this the right way sissies? ☺🤭

Locktober 30th: One more day after this and its done! Didn't think I'd make it to the end

Locktober 30th: One more day after this and its done! Didn't think I'd make it to the end

My sweet slave Dana practicing when she is allowed for a girls night out

My sweet slave Dana practicing when she is allowed for a girls night out

Feeling lovely.

Feeling lovely.

If it fits in the cage it says in the cage🥰

If it fits in the cage it says in the cage🥰

Sissy Uniform 9-29-21

Sissy Uniform 9-29-21

Now you see it, Now you don't

Now you see it, Now you don't

locked and plugged

locked and plugged

Only one of these gets used 😉

Only one of these gets used 😉

Sissy Unifrom and Chastity 2022/02/07 chastitysissymegan.com

Sissy Unifrom and Chastity 2022/02/07 chastitysissymegan.com

My little girly pp, easy fits under these thongs🔐😳

My little girly pp, easy fits under these thongs🔐😳

Shes just barely pokin out

Shes just barely pokin out

Does my caged sissy clit excite you?

Does my caged sissy clit excite you?

my enslaved sissy Jenna verification before sending this bitch out to work 😈

my enslaved sissy Jenna verification before sending this bitch out to work 😈

Two weeks into Locktober and all I want is your cock inside me 💋🍆💦

Two weeks into Locktober and all I want is your cock inside me 💋🍆💦

Love to vibrate my clitt in my cage 🥰

Love to vibrate my clitt in my cage 🥰

Don't ask about the pose lool

Don't ask about the pose lool

I'm in need of some DEEP cuddles👉👈🤗

I'm in need of some DEEP cuddles👉👈🤗

Horny caged slut

Horny caged slut

Peak a boo

Still locked for NOvember :(

Still locked for NOvember :(

Daddy has a hard time telling me no… 🖤🖤🖤

Daddy has a hard time telling me no… 🖤🖤🖤

Cute comparison?

Cute comparison?

You can have the keys, promise to give them back? 🥺👉👈

You can have the keys, promise to give them back? 🥺👉👈

Naughty new outfit and a little cage!

Naughty new outfit and a little cage!

Lingerie and stripper heels are the perfect outfit for a sissy like me

Lingerie and stripper heels are the perfect outfit for a sissy like me

Feeling girly with a chastised clit and a dildo in my pussy🤭

Feeling girly with a chastised clit and a dildo in my pussy🤭

Grab the handle and make me squirt

Grab the handle and make me squirt

Am I better locked up?

Am I better locked up?

Guess who will receive a smaller cage for Locktober? 🥰

Guess who will receive a smaller cage for Locktober? 🥰

My enslaved Sissy Ariane morning verification.

My enslaved Sissy Ariane morning verification.

My other slave Amber wishes to say good morning 😛

My other slave Amber wishes to say good morning 😛

My sissy slave Elisa all dressed up this evening, even have her plugged maybe I'll have her do a masturbation video😇

My sissy slave Elisa all dressed up this evening, even have her plugged maybe I'll have her do a masturbation video😇

Locked and ready for humiliation

Locked and ready for humiliation

add me on my snap jess.spencer77 if you want to be my little sisy in chastity. first like gets a reward :***!

add me on my snap jess.spencer77 if you want to be my little sisy in chastity. first like gets a reward :***!

Ariane's morning panties verification.

Ariane's morning panties verification.

Every day locked just keeps feeling better and better

Every day locked just keeps feeling better and better

Still can’t decide if I like metal or pink plastic better!

Still can’t decide if I like metal or pink plastic better!

I love my smaller cage 🥵

I love my smaller cage 🥵

Stay caged and hungry

Stay caged and hungry

Black, Red and Locked

Black, Red and Locked

Getting cotton candy and bubblegum vibes from these panties

Getting cotton candy and bubblegum vibes from these panties

🔐 me caged up for locktober

🔐 me caged up for locktober

Pegging my sissy boyfriend

Pegging my sissy boyfriend

Sissy at work? Absolutely

Sissy at work? Absolutely

You know I can't end the year without any surprises😇 This is Sophia from Germany and she's one of my new slaves, you'll be seeing her a lot next year 😉

You know I can't end the year without any surprises😇 This is Sophia from Germany and she's one of my new slaves, you'll be seeing her a lot next year 😉

Feeling sissy today

Feeling sissy today

I'm on my knees, my ass is open for cocks🙇‍♀️🍑 My clit is locked🔐👌🏻

I'm on my knees, my ass is open for cocks🙇‍♀️🍑 My clit is locked🔐👌🏻

I know my place🍑👌🏻 On my knees in front of big dicks😇🙏

I know my place🍑👌🏻 On my knees in front of big dicks😇🙏

Locked and ready for some action ❤

Locked and ready for some action ❤

Ya' girl got some thighs. So you gettin on your knees or am I?

Ya' girl got some thighs. So you gettin on your knees or am I?

Here’s my sissy boyfriend 😈💖

Here’s my sissy boyfriend 😈💖

Tomorrow marks 2 months caged!

Tomorrow marks 2 months caged!

Locktober Day 15: Tied up into a cute little bow for you 😊

Locktober Day 15: Tied up into a cute little bow for you 😊

just a little peek 😉

just a little peek 😉

I love being locked

I love being locked

Do you like how my skirt, heels and chastity cage match?

Do you like how my skirt, heels and chastity cage match?

Caged and wearing my bunny outfit :)

Caged and wearing my bunny outfit :)

Felt super cute❤️❤️❤️All locked up too!🔒

Felt super cute❤️❤️❤️All locked up too!🔒

Only way I’m allowed to cum

Only way I’m allowed to cum

I have abs

All good sissies submit to their masters no matter what

All good sissies submit to their masters no matter what

My ass may have gotten a little bigger over Christmas, but my locked clit sure hasn't 😶

My ass may have gotten a little bigger over Christmas, but my locked clit sure hasn't 😶

Nice view?

Choose your cage sissy 🎀💋

Choose your cage sissy 🎀💋

Do I look like a proper slut? 👅

Do I look like a proper slut? 👅

I'll do whatever you wish if you can guess my favourite band!

I'll do whatever you wish if you can guess my favourite band!

Is this small enough?

Is this small enough?