Jizz

U Chastity Sissy pics

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

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

Sissies

Day 48 of continuous lockup — Empress says she likes me better this way and conveniently

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

My new Chastity Device !

My new Chastity Device !

Sissies

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

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

Sissies

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

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

Sissies

Sometimes I like to dress up my sissy

Sometimes I like to dress up my sissy

chastity

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

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 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

In chastity, all you can do is leak

Sissies

Maid in chastity pt.2 (gifs!)

Maid in chastity pt.2 (gifs!)

Sissies, GoneWildCD

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

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

chastity

Legs up for you

Legs up for you

SissyChastity, chastity, Sissies, traps, Rearcock

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

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

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

chastity

21 yo Sissy searches for keyholder and potential sugardaddy

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

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

chastity

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

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.

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

chastity

showing all the daddies my new panties and chastity-cage

showing all the daddies my new panties and chastity-cage

Sissies

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

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

chastity

Never looked so cute in chastity

Never looked so cute in chastity

Sissies, SissyChastity

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

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

Sissies, GoneWildTrans, traps, FemBoys, bigonewild

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

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!!

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

Sissies

Cumming like a sissy

Cumming like a sissy

chastity, MenWithToys

Pomona Ca cuck/sissy husband couple here

Pomona Ca cuck/sissy husband couple here

chastity

had to take a break from chastity D:

had to take a break from chastity D:

Sissies

How do you boys like me locked up in 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

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

In chastity, plugged and ready for U

Sissies, u_Shemale6911

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

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

Sissies

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

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

SissyChastity, chastity, Sissies, FemBoys, GoneWildCD, Stupidsissyslutsclub

hairless sissy

hairless sissy

chastity

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

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

Sissies

Damn, my chastity cage is huge...

Damn, my chastity cage is huge...

Sissies

Waiting for a dick bigger than my heels

Waiting for a dick bigger than my heels

SissyChastity, chastity, Sissies, GoneWildCD

Teasing my sissy bitch

Teasing my sissy bitch

chastity, SissyFemdom

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

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

Sissies, FemBoys

Today is my 1-year Chastity anniversary! ✨

Today is my 1-year Chastity anniversary! ✨

Sissies, ForcedFeminization, CDporn