Categories

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

Why don't you just try again? 😄

Why don't you just try again? 😄

Finding Baby Nemo

Finding Baby Nemo

Which one 😈🍆

Which one 😈🍆

Wife sent me a txt today, she told me I should post it to see what comments we get

Wife sent me a txt today, she told me I should post it to see what comments we get

So.. do we have a deal?

So.. do we have a deal?

😩 blissful torture

😩 blissful torture

Compensation

Compensation

Ooops! Seems like you will be locked for Valentine’s Day 🤫

Ooops! Seems like you will be locked for Valentine’s Day 🤫

Make her cum and you'll be locked even longer

Make her cum and you'll be locked even longer

Moms blue balled punches

Moms blue balled punches

Please don't tease mistress

Please don't tease mistress

The hottest girl in school

The hottest girl in school

Don't forget to reapply every 45 minutes!

Don't forget to reapply every 45 minutes!

Those feelings will end

Those feelings will end

As if 31 days isn't scary enough

As if 31 days isn't scary enough

I'm often asked to explain to her visitors how much i enjoy the cage, and how my need to be locked up for longer is for my own good.

I'm often asked to explain to her visitors how much i enjoy the cage, and how my need to be locked up for longer is for my own good.

Better hurry, and better do better next quarter!

Better hurry, and better do better next quarter!

Important boundaries

Important boundaries

At least you get to watch still!

At least you get to watch still!

You'll have to reschedule

You'll have to reschedule

It's time to decide again, you know I'm never going to unlock your cock or fuck you any other way...

It's time to decide again, you know I'm never going to unlock your cock or fuck you any other way...

I don't know any better way to start the day 😏

I don't know any better way to start the day 😏

Your cowboy fantasy

Your cowboy fantasy

Christian bro need a holy spiked chastity cage

Christian bro need a holy spiked chastity cage

You have GOT to start being more specific.

You have GOT to start being more specific.

It's still new to her, the level of control. But the question is, will her thirst be satiated? Or will it become routine for you to be humiliated?

It's still new to her, the level of control. But the question is, will her thirst be satiated? Or will it become routine for you to be humiliated?

There's only one right answer

There's only one right answer

She needs help with her zipper.

She needs help with her zipper.

Before and after

Before and after

1 week

She ignored you completely

She ignored you completely

This is how I got locked up in the first place

This is how I got locked up in the first place

Punishments or incentives

Punishments or incentives

Ex-Girlfriend wants a suitable replacement

Ex-Girlfriend wants a suitable replacement

Just some chastity play in the Sims

Just some chastity play in the Sims

One day, I might let you out

One day, I might let you out

Curious roommate discovers your secret. Picture by u/sunnyfeetxx. Caption by me.

Curious roommate discovers your secret. Picture by u/sunnyfeetxx. Caption by me.

Anklet

Such a pity

Such a pity

I guess it's pretty clear huh? 🤓

I guess it's pretty clear huh? 🤓

Freedom of choice [CYBERLOK]

Freedom of choice [CYBERLOK]

You weren't really naive enough to believe it would only last 30 days, were you?

You weren't really naive enough to believe it would only last 30 days, were you?

I gave you a chance

I gave you a chance

Let's see how long I get

Let's see how long I get

Awesome Responsibility

Awesome Responsibility

It's like Locktober never happened ...

It's like Locktober never happened ...

Prove it to her.

Prove it to her.

Mistress Meowri is too much for your swollen balls to handle.

Mistress Meowri is too much for your swollen balls to handle.

Don't make me throw it in 😆🔑

Don't make me throw it in 😆🔑

What do you say?

What do you say?

You can trust me

You can trust me

Take all these useless clothes off 👅

Take all these useless clothes off 👅

Soon it'll just be a look.

Soon it'll just be a look.

Did you even make it through the caption?

Did you even make it through the caption?

You would love it. Hypothetically speaking.

You would love it. Hypothetically speaking.

Female roommates (feet, sissy, crossdressing, pussy, slave, spanking)

Female roommates (feet, sissy, crossdressing, pussy, slave, spanking)

It would be so obvious 😬

It would be so obvious 😬

囧 hands free 囧

囧 hands free 囧

In 2022 I will tease you more than you can imagine

In 2022 I will tease you more than you can imagine

Mistress Claus

Mistress Claus

You made a mistake

You made a mistake

Cruel butt plug

Cruel butt plug

Pilates

Nightly Preparation

Nightly Preparation

You can now kiss the bride

You can now kiss the bride

Should have picked a better hiding place

Should have picked a better hiding place

Something about your smile

Something about your smile

Wedding vows

Wedding vows

Thank you Goddess

Thank you Goddess

What if they are bluffing and there is no key?

What if they are bluffing and there is no key?

What if there is no key

What if there is no key

Dating an Escort

Dating an Escort

Very tempting offer

Very tempting offer

Normal size

Normal size

You never learn

You never learn

Andrea has a question

Andrea has a question

The sales lady was very convincing, and stainless steel with leather was built to last.

The sales lady was very convincing, and stainless steel with leather was built to last.

You're funny

You're funny

Tiny white dicks should be locked in chastity cage. Only humilating and efging allowed.

Tiny white dicks should be locked in chastity cage. Only humilating and efging allowed.

I just don't care...

I just don't care...

Babe, your chastity keys just fell overboard...

Babe, your chastity keys just fell overboard...

Public humiliation...but a tasty duty

Public humiliation...but a tasty duty

Blowjob ?

I wonder if she can get all 4 out of you in one night

I wonder if she can get all 4 out of you in one night

You love it

You love it

Gotta Keep Those Good Vibrations Happening

Gotta Keep Those Good Vibrations Happening

I was on deck duty all weekend, sun tan lotion, serving drinks, fetching her bikinis one by one. Best summer job ever.

I was on deck duty all weekend, sun tan lotion, serving drinks, fetching her bikinis one by one. Best summer job ever.

What's the matter?

What's the matter?

She's only giving you what you begged for

She's only giving you what you begged for

Denied and brainwashed into submission

Denied and brainwashed into submission

Personal trainer

Personal trainer

Excited For Me 2

Excited For Me 2

It's time to widen your little ass 😬

It's time to widen your little ass 😬

Release Cancelled

Release Cancelled

The honour of being Mistress Eilish's p̶a̶t̶h̶e̶t̶i̶c̶ personal* assistant.

The honour of being Mistress Eilish's p̶a̶t̶h̶e̶t̶i̶c̶ personal* assistant.

How Long Can You Hold Your Breath?

How Long Can You Hold Your Breath?

It’s the only way

It’s the only way

Her cock

Why don't you just try again? 😄

Why don't you just try again? 😄

U know I’ll do it

U know I’ll do it