Jizz

something that every sissy must learn one day...

chastity

the other one kept not showing up. here's my clitty in chastity. how long should it stay all locked up?

Sissies

What tasks should I perform in my 3 weeks of chastity? Pic for motivation...

Sissies

Mistress made a hypno gif. of mostly pictures of me for when im in chastity

Sissies, sissyhypno

chasted sissy

chastity

Just got me a chastity for my little clit Cx Who wants to dom this slut ;)

Sissies

Blue lingerie & Chastity

Sissy

She told me this time it will be a long time before I'm unlocked (x post /sissies)

chastity

Waking up to day 15. Too much time on r/sissies maybe?

chastity

I was a naughty sissy, and Empress found out; She is taking my punishment VERY seriously.

chastity

Verify a My-Steel sissy please...

chastity

Locked in Chastity on All Fours, The Only Way I Can Be Useful Now :)

Sissies

Where a sissy belongs

chastity

Just got a chastity device... Wish I had a keyholder...

Sissies

Fucked in chastity

Sissies

8 inch dildo vibrating my sissy hole

chastity

Just got a Chastity cage Trying It out Tonight

Sissies

These boots and chastity device make me so horny.

Sissies

Day 6 of my sissy experiment

chastity

Verify this sissy please??

chastity

Verify me :) - Sissy

chastity

Some motivation for you, sissies [caption, femdom]

chastity

Home-made Chastity <3

Sissies

I feel so close to her...sissy thongs!

chastity

I love imagining you stroking to pics of me... day 4 of chastity! Degrading pms welcome!!!

Sissies

Will be shaved and in chastity next time

Sissies

Locked up sissy maid

chastity

Been following this community for so long... I'm so happy to be able to contribute! Day 10 if chastity!

Sissies

Mistress wants to know what you would do with her caged sissy;) PM's welcome

chastity

Locked up in chastity and corset. PMs welcome

Sissies, GoneWildCD

i do love these heels!

TGirl_Feet, chastity, Sissies, FemBoys, GoneWildCD, SissyChastity

Wife's bull said I was getting to hairy and only real men have hair on their cocks. Sissies are smooth. Wife agreed of course

chastity

Master locked me up for being a stupid sissy

chastity

Just another relaxing night with my sissy boy cuck ;-)

chastity

Feeling cute after 2 days in chastity, so I decided to dress up!

Sissies

This sissy want a challenge. Help me decide with this poll :)

chastity

Going into chastity for 28 days or more. Words of encouragement would be nice see if you can make me go longer

Sissies

I need to invest in a better chastity device and msster

Sissy_humiliation

Feeling fancy in my new lingerie and cage ? What do you all think?

SissyChastity, chastity, Sissies, sissyplace

It's crazy how fast I wanna be humiliated when I'm in chastity

Sissies, SissyChastity, FemBoys, traps

Locked up sissy

chastity

I need to buy a chastity to hide my little clitty ?

Sissies, GoneWildCD

Starting my sissy locktober in style. Hope you all appreciate it ? What do you want to see next? ?

chastity

I figured it was time to post my face while I'm being my true self. Upvote / comment if you agree I should be a completely locked sissy

chastity

it takes chastity to give me any kind of bulge <3

Sissies

I’m training my waist, locked in chastity, and diapered. What do you think?

Sissies

Just shaved, am I a good sissy now?

chastity

Locked like a good sissy

chastity

Me in chastity compared to a Real Man's cock.

Sissy_humiliation, SissyChastity

Is it weird to love being in chastity?

Sissies, sissykik, traps, sissyplace, SissyChastity, sissypersonals

On my knees waiting

SissyChastity, chastity, Sissies, sissyplace, GoneWildCD

Perhaps this skirt is too short ? (OC i was in my chastity cage ?)

Sissies

One night down locked in chastity! ❤️ No release until I reach my first sissygasm ? starting today! How long do you think it will take?

Sissies

Just in case chastity wasn't humiliating enough for you...

Sissy_humiliation

I’m wearing chastity ??

Sissies

Spent all night tossing and turning, locked in chastity thinking of all the cocks on reddit looking at me!

Sissies

when daddy says he wants a picture of his locked up sissy, he gets one.

chastity, traps

Just making my bad

FemBoys, chastity, Sissies, u_SubstantialInitial93

I made a graph of my sissyfication when I am locked in chastity, anyone agree? :3

Sissies

Taking suggestions on my first chastity cage please help ? no idea type or size ?

Sissies