Jizz

/r/SissyChastity wishes a happy new year to everyone

SissyChastity

Presenting my hole like a good little caged sissy

SissyChastity

Where o' where can I find a keyholder?

SissyChastity

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

SissyChastity

First time post.

SissyChastity

How to be a princess?

SissyChastity

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

SissyChastity

Training (cartoon)

SissyChastity

A sissy's greatest ASSet

SissyChastity

Take a Peek ~

SissyChastity

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 capturing it next time, perhaps?

SissyChastity

Locked and plugged

SissyChastity

What's under my skirt

SissyChastity

Locked like a good sissy

SissyChastity

Stay strapped

SissyChastity

Locked & Plugged

SissyChastity

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

SissyChastity

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 time?

SissyChastity

Love feeling gay and girly ???

SissyChastity

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

SissyChastity

before and after

SissyChastity

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?

SissyChastity

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

SissyChastity

Mistress demanded a smaller cage...

SissyChastity

Straining against my cage thinking about being completely filled up

SissyChastity

This cage is so comfortable!

SissyChastity

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

SissyChastity

presenting my locked clitty

SissyChastity

After milking my little nub :)

SissyChastity

which one would you choose?

SissyChastity

Rolling on my bed with my clitty caged :o

SissyChastity

Gaping in Chastity

SissyChastity

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

SissyChastity

Machine Assist

SissyChastity

Locktober's come a bit early this year.

SissyChastity

My clitty all locked up :)

SissyChastity

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

SissyChastity

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 and there's no point.

SissyChastity

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

SissyChastity

Sup

SissyChastity

how'd i look today? ??

SissyChastity

I think my little clytty does't deserve more orgasms

SissyChastity

Am I doing it right?

SissyChastity

being a good girl and staying locked in 2021

SissyChastity

It’s pathetic, but I hope you like it

SissyChastity

A lil thicc and locked

SissyChastity

Hey! Hey! to the 3 people that see this

SissyChastity

Daddy keeps me locked up:(

SissyChastity

Chastity turns me into such a slut ??

SissyChastity

Streamed with another sissy, she was a sweetheart

SissyChastity

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

SissyChastity

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 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

SissyChastity

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 ?

SissyChastity