Jizz

Just got locked into chastity and received my new outfit :)

Sissies

Me in chastity just after shaving my legs!

Sissies

Day 48 of continuous lockup — Empress says she likes me better this way and conveniently "lost" my keys three weeks in. I'm in sissy boi heaven.

chastity

I am a Sweet Sissy

chastity

My new Chastity Device !

Sissies

Fuck me until I cum in my chastity please? <3

Sissies

"We can share it, and you'll learn to take it all like the good sissy you are. No unlock for a month, seeing as how we won't need yours for a while."

chastity

POV of a slut... Of course I'm plugged and in chastity here ;)

Sissies

So chastity is going well, how long should I stay locked up?

Sissies, traps

Sometimes I like to dress up my sissy

chastity

These boots and chastity device make me so horny.

Sissies

Shaved my legs while wearing chastity for the first time! #justsissythings

Sissies

I don't believe in putting myself in chastity. I'd rather enjoy what I have whenever I'm in heat :)

Sissies

In chastity, all you can do is leak

Sissies

Maid in chastity pt.2 (gifs!)

Sissies, GoneWildCD

I'm really not into the whole sissy thing...

chastity

Slamming Myself

SissyChastity, FemBoys, chastity, Sissies

Dressed and locked in chastity for the 7th day.

Sissies

Legs up for you

SissyChastity, chastity, Sissies, traps, Rearcock

Feeling small and pathetic in that little cage sissy boy? ;-)

chastity

[Verification] Hi I'm lilly, 21 years old, sissy, slut, and lover of men

chastity

21 yo Sissy searches for keyholder and potential sugardaddy

chastity, SugarBaby

You know what one she picked right? Then she called me her sissy slut cum dumpster for her bull

chastity

Now that it's been almost a week in chastity, I don't even mind being locked up anymore!

Sissies

New chastity cage comes in a couple days had to get out all my urges today ;)

Sissies

Day 11 of Locktober - in my tiny sissy skirt with nice, smooth legs.

chastity

showing all the daddies my new panties and chastity-cage

Sissies

I love taking pictures at work because there are always other guys outside and they dont know they work with a sissy

chastity

New-ish sissy, never had a key holder. How long should I stay locked?

chastity

I can promise you it won't be a silent night ?

GoneWildCD, chastity, Sissies, SissyChastity, traps

Caged Sissy Nurse

chastity

Never looked so cute in chastity

Sissies, SissyChastity

I finally bought a chastity cage ? I've never been such a horny girl!

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Thigh highs and chastity make me a happy girl.

Sissies, SissyChastity

Clearly my wife made the correct choice by locking me in chastity

Sissy_humiliation

Heyy! Got inspired by the top post on this sub! 1 upvote= 1 hour locked in chastity!!

Sissies

Cumming like a sissy

chastity, MenWithToys

Pomona Ca cuck/sissy husband couple here

chastity

Oh daddy, im so tempted to lock up my clitty for your pleasure, shall i finally buy a chastity cage? ❤

Sissies

had to take a break from chastity D:

Sissies

I enjoy wearing sissy panties while my cock is locked up.

chastity

Locked sissy

chastity

How do you boys like me locked up in chastity?

Sissies

I was told to stay in chastity 24/7 and stick a dildo my ass. ?❤️... He didn't tell me I could cum though, am I still a good girl?

Sissies

In chastity, plugged and ready for U

Sissies, u_Shemale6911

First post to celebrate my first official sissygasm after a week in chastity

Sissies

Ummm yeah got a little tied up lol

SissyChastity, FemBoys, GoneWildCD, chastity, Sissies, Crossdresserbondage

Just want to stay like this all day and leave the door open :p

SissyChastity, chastity, Sissies, FemBoys, GoneWildCD, Stupidsissyslutsclub

hairless sissy

chastity

Curtseying and showing off my chastity

Sissy_humiliation

I've never explored chastity, here's to trying new things.

Sissies

Yesterday was my Birthday, this sissy turned 19 yesterday! ?

chastity

one of my favorite chastity pictures

Sissies

Damn, my chastity cage is huge...

Sissies

Waiting for a dick bigger than my heels

SissyChastity, chastity, Sissies, GoneWildCD

Teasing my sissy bitch

chastity, SissyFemdom

FINALLY have a proper fitting chastity cage w/ anti-slip out ring :)

Sissies, FemBoys

I’m so good at card games. I always win fair and square ? [OC] [domme]

FemdomHumiliation, Femdom, femdomgonewild, fetish, FetishLife, BDSMGW, Lord_Maria, chastity, Sissies

Loocked up like a good girl

SissyChastity, chastity, Sissies, transchastity, sissyhumiliation, SissyIreland, Sissykik2, sissymaids

Today is my 1-year Chastity anniversary! ✨

Sissies, ForcedFeminization, CDporn