Jizz

Sissychastity pics

/r/SissyChastity wishes a happy new year to everyone

/r/SissyChastity wishes a happy new year to everyone

SissyChastity

Presenting my hole like a good little caged sissy

Presenting my hole like a good little caged sissy

SissyChastity

Where o' where can I find a keyholder?

Where o' where can I find a keyholder?

SissyChastity

Upvotes decide how many hours my pathetic little sissy worm will be properly locked

Upvotes decide how many hours my pathetic little sissy worm will be properly locked away for the rest of February~

SissyChastity

First time post.

First time post.

SissyChastity

How to be a princess?

How to be a princess?

SissyChastity

my gf and her friend picked out this outfit for me (day 10 of 30)

my gf and her friend picked out this outfit for me (day 10 of 30)

SissyChastity

Training (cartoon)

Training (cartoon)

SissyChastity

A sissy's greatest ASSet

A sissy's greatest ASSet

SissyChastity

Take a Peek ~

Take a Peek ~

SissyChastity

Every upvote is a day added to my time locked up c:

Every upvote is a day added to my time locked up c:

SissyChastity

You can't tell in the photo, but I gave myself a creampie for this shot. Better luck

You can't tell in the photo, but I gave myself a creampie for this shot. Better luck capturing it next time, perhaps?

SissyChastity

Locked and plugged

Locked and plugged

SissyChastity

What's under my skirt

What's under my skirt

SissyChastity

Stay strapped

Stay strapped

SissyChastity

Locked & Plugged

Locked & Plugged

SissyChastity

Got myself a little something to celebrate one month in chastity ? Wish me luck!

Got myself a little something to celebrate one month in chastity ? Wish me luck!

SissyChastity

Hop on, loser! We're going for a ride!!??

Hop on, loser! We're going for a ride!!??

SissyChastity

posted this a few days ago but got too shy and deleted. should i leave it up this

posted this a few days ago but got too shy and deleted. should i leave it up this time?

SissyChastity

Love feeling gay and girly ???

Love feeling gay and girly ???

SissyChastity

Been locked for a month now, and all I think about every day is cock in my ass

Been locked for a month now, and all I think about every day is cock in my ass

SissyChastity

before and after

before and after

SissyChastity

My chastity... erm, progression? Funny how optimistic I started. I've definitely

My chastity... erm, progression? Funny how optimistic I started. I've definitely now accepted and embraced my tiny ? little cock

SissyChastity

First post here, how am I doing?

First post here, how am I doing?

SissyChastity

My post showing my butt yesterday was pretty popular. What do you all think of my

My post showing my butt yesterday was pretty popular. What do you all think of my front?

SissyChastity

Mistress demanded a smaller cage...

Mistress demanded a smaller cage...

SissyChastity

Straining against my cage thinking about being completely filled up

Straining against my cage thinking about being completely filled up

SissyChastity

This cage is so comfortable!

This cage is so comfortable!

SissyChastity

Locked up nice and safe. Wish I had a domme.

Locked up nice and safe. Wish I had a domme.

SissyChastity

presenting my locked clitty

presenting my locked clitty

SissyChastity

After milking my little nub :)

After milking my little nub :)

SissyChastity

which one would you choose?

which one would you choose?

SissyChastity

Gaping in Chastity

Gaping in Chastity

SissyChastity

At this point, all I'm good for is to be used.

At this point, all I'm good for is to be used.

SissyChastity

Machine Assist

Machine Assist

SissyChastity

Locktober's come a bit early this year.

Locktober's come a bit early this year.

SissyChastity

My clitty all locked up :)

My clitty all locked up :)

SissyChastity

Sunlight coming in through open window is great for taking some pics~

Sunlight coming in through open window is great for taking some pics~

SissyChastity

Caged, tail plugged, and ready for you, baby (43)

Caged, tail plugged, and ready for you, baby (43)

SissyChastity

Since Locktober is over I was going to unlock myself, but then I realized it's No-vember

Since Locktober is over I was going to unlock myself, but then I realized it's No-vember and there's no point.

SissyChastity

Gonna be locked all month? At least I feel sexy and obedient in my new outfit ?

Gonna be locked all month? At least I feel sexy and obedient in my new outfit ?

SissyChastity

Sup

Sup

SissyChastity

how'd i look today? ??

how'd i look today? ??

SissyChastity

I think my little clytty does't deserve more orgasms

I think my little clytty does't deserve more orgasms

SissyChastity

Am I doing it right?

Am I doing it right?

SissyChastity

being a good girl and staying locked in 2021

being a good girl and staying locked in 2021

SissyChastity

It’s pathetic, but I hope you like it

It’s pathetic, but I hope you like it

SissyChastity

A lil thicc and locked

A lil thicc and locked

SissyChastity

Hey! Hey! to the 3 people that see this

Hey! Hey! to the 3 people that see this

SissyChastity

Daddy keeps me locked up:(

Daddy keeps me locked up:(

SissyChastity

Chastity turns me into such a slut ??

Chastity turns me into such a slut ??

SissyChastity

Streamed with another sissy, she was a sweetheart

Streamed with another sissy, she was a sweetheart

SissyChastity

Going to try to break my record of one month locked up ? day 1

Going to try to break my record of one month locked up ? day 1

SissyChastity

When your outfit matches your toy ?

When your outfit matches your toy ?

SissyChastity

Today is my 57th day locked in chastity and my record for the longest I've ever stayed

Today is my 57th day locked in chastity and my record for the longest I've ever stayed locked. How much longer should I keep my clit locked away?

SissyChastity

What never feeling the inside of a vagina as a college senior does to a mf

What never feeling the inside of a vagina as a college senior does to a mf

SissyChastity

5 days in, 2 weeks without cumming, had my first wet dream ever. I guess this pathetic

5 days in, 2 weeks without cumming, had my first wet dream ever. I guess this pathetic thing has already forgotten its main function, so there seems to be no need to unlock it, right ?

SissyChastity

I've been a naughty girl ... help Daddy drain away my masculinity ?

I've been a naughty girl ... help Daddy drain away my masculinity ?

SissyChastity