Categories

SELECT COUNT(*) FROM gallery WHERE topic_category="keyholdercaptions"

Oh, it'll fit, mistress

Oh, it'll fit, mistress

She's asking nicely

She's asking nicely

Such a good boy now

Such a good boy now

Yeet

The good boy WANT to stay locked up, just so you know 🤓

The good boy WANT to stay locked up, just so you know 🤓

Lucky

We will shrink hubbies small dick! Every

We will shrink hubbies small dick! Every "next chastity cage" will be a little bit smaller ... Hubbies only role is to prepare me for my black bull and to clean me after my fuck-parties.

Do I get any say in this?

Do I get any say in this?

I'm in charge now

I'm in charge now

Do you think she ever really gives back the key?

Do you think she ever really gives back the key?

a legend

Bath time with you sister but your mommy make you wear a condom over your little beta chastity cage

Bath time with you sister but your mommy make you wear a condom over your little beta chastity cage

Obey And Worship Your Queen

Obey And Worship Your Queen

And why should I? 💜😈💜

And why should I? 💜😈💜

As Close As He'll Ever Come

As Close As He'll Ever Come

Bathtub babes

Bathtub babes

The good boy WANT to stay locked up, just so you know 🤓

The good boy WANT to stay locked up, just so you know 🤓

It’s fair to her

It’s fair to her

Good boy

Generosity 💋

Generosity 💋

Just for the fun of it hehe 😄

Just for the fun of it hehe 😄

She doesn’t care

She doesn’t care

A long two months that will be

A long two months that will be

Time to play the game for real...

Time to play the game for real...

Or would you prefer being locked?

Or would you prefer being locked?

Curious girl twerks on caged cocks

Curious girl twerks on caged cocks

How many times do you choose 2 before finally going through with 1?

How many times do you choose 2 before finally going through with 1?

Thrown Overboard!

Thrown Overboard!

She gave you a very simple rule.

She gave you a very simple rule.

Don't make me angry

Don't make me angry

You wanted to lose didn't you?

You wanted to lose didn't you?

Would you?

Femdom resort for work

Femdom resort for work

Might as well wear panties too

Might as well wear panties too

How nice of her!

How nice of her!

Feet, pussy

Feet, pussy

Your never getting out

Your never getting out

You never should have let your girlfriend bring her lesbian friend on vacation

You never should have let your girlfriend bring her lesbian friend on vacation

Resistance Is Futile

Resistance Is Futile

Oof. Should have tried a bit harder

Oof. Should have tried a bit harder

Ho-ho-holiday elf — Santa's messenger

Ho-ho-holiday elf — Santa's messenger

Chastity Russian Roulette

Chastity Russian Roulette

Will you even recognize yourself by the end of the month?

Will you even recognize yourself by the end of the month?

Do you want to get stoned and give me a foot massage? Picture by u/kaileros. Caption by me.

Do you want to get stoned and give me a foot massage? Picture by u/kaileros. Caption by me.

Every hour, every minute, every second

Every hour, every minute, every second

Yeet

You do whatever she wants

You do whatever she wants

Locktober day 3 tears of joy

Locktober day 3 tears of joy

Handmaid‘s Duty I

Handmaid‘s Duty I

Mommy says a punishment and i just broke out, so...

Mommy says a punishment and i just broke out, so...

Lying teacher

Lying teacher

Just look how much bigger he is than you! He has more girth than you've got length!

Just look how much bigger he is than you! He has more girth than you've got length!

Out of your cage?

Out of your cage?

Make me feel like a sissy!

Make me feel like a sissy!

Yearly Chance to Cum

Yearly Chance to Cum

I love it when we have fun with my girlfriends 🤭

I love it when we have fun with my girlfriends 🤭

Not what you thought

Not what you thought

Everyone knows I'm in chastity and she has the keys

Everyone knows I'm in chastity and she has the keys

Be careful what you wish for

Be careful what you wish for

Pussy boy

Disagreement

Disagreement

"They don't believe me..."

Keep them locked🔐

Keep them locked🔐

Be a good boy for her

Be a good boy for her

Slave Rehabilitation Village

Slave Rehabilitation Village

Your days as a man are numbered

Your days as a man are numbered

Don’t want?

Don’t want?

Just in case you’re not ready for LOCKtober yet.. I have some great inspo for you 😈

Just in case you’re not ready for LOCKtober yet.. I have some great inspo for you 😈

Keep licking our feet slave!

Keep licking our feet slave!

No gag reflex and no mercy

No gag reflex and no mercy

Staring contest

Staring contest

She loves when you go to the sex store, and so do you.

She loves when you go to the sex store, and so do you.

It never ends

It never ends

Wish she was my keyholder

Wish she was my keyholder

Maybe they'll massage your balls until you squirt again!

Maybe they'll massage your balls until you squirt again!

Not my problem 😀

Not my problem 😀

She'll get what she wants, even if it takes forever

She'll get what she wants, even if it takes forever

You don’t deserve any satisfaction.

You don’t deserve any satisfaction.

How kind of them to ask

How kind of them to ask

Your MIL always had a sense of superiority and your wife just made it worse by making her your cuck-sitter

Your MIL always had a sense of superiority and your wife just made it worse by making her your cuck-sitter

Locked for bed

Locked for bed

awww sorry white boy!

awww sorry white boy!

One mistake and that’s it.

One mistake and that’s it.

Rust Never Sleeps

Rust Never Sleeps

Moms pool party

Moms pool party

Gamer girl is your roomie

Gamer girl is your roomie

So we will have to make due

So we will have to make due

Bikini Day!

Bikini Day!

This is all it takes?

This is all it takes?

Mommies locked loser

Mommies locked loser

How far are you willing to go?

How far are you willing to go?

Did you really think I will give you this privilege? 😄

Did you really think I will give you this privilege? 😄

A focused mind is an obedient mind.

A focused mind is an obedient mind.

Just want her to be happy

Just want her to be happy

Enjoy it, if you can...

Enjoy it, if you can...

little order

little order

The beauty parlor

The beauty parlor

You have to follow his rules.

You have to follow his rules.

She's disappointed

She's disappointed

Releases are boring for her

Releases are boring for her