Categories

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

Pegging party

Pegging party

They always find out

They always find out

Severe Beta Syndrome

Severe Beta Syndrome

You Belong Beneath Her

You Belong Beneath Her

Sister takes you to the pool

Sister takes you to the pool

Now get down on me 🤭

Now get down on me 🤭

Welp... fuck

Welp... fuck

My drunk girlfriend sold me to her friends and cuck me.

My drunk girlfriend sold me to her friends and cuck me.

Excited For Me 1

Excited For Me 1

Are you willing to lose it all?

Are you willing to lose it all?

No cumming for you, silly! 😄

No cumming for you, silly! 😄

Good morning!

Good morning!

Cage.

Time to impress.

Time to impress.

Would you submit to her?

Would you submit to her?

Mhh, this made me think about something naughty 😈

Mhh, this made me think about something naughty 😈

Time for something different...

Time for something different...

Premature present for premature ejaculator

Premature present for premature ejaculator

Making things fair

Making things fair

Chess ♟️

Chess ♟️

She's literally too kind

She's literally too kind

Your her bitch

Your her bitch

Who knows

Strip beach volleyball

Strip beach volleyball

In Ruins at the Edging Clinic

In Ruins at the Edging Clinic

A challenge

A challenge

Begged to be mean

Begged to be mean

Medical exam

Medical exam

Her secret trick

Her secret trick

Send me your chastity caption idea requests

Send me your chastity caption idea requests

All she could ever want

All she could ever want

"Another month won't be so bad."

Alex makes her demands

Alex makes her demands

You forced hand, now it's up to you...

You forced hand, now it's up to you...

Armpits.

Seraglio

But I didn't tell her to stop sending trip updates, maybe I like the torture

But I didn't tell her to stop sending trip updates, maybe I like the torture

She kept that a secret...

She kept that a secret...

Guest

And You Better Make It Convincing…

And You Better Make It Convincing…

She gave you a very simple rule.

She gave you a very simple rule.

Good luck beta!

Good luck beta!

shut up and look👀

shut up and look👀

Chastity Cheerleader

Chastity Cheerleader

Date night with your bestie

Date night with your bestie

Corinna has a challenge for you

Corinna has a challenge for you

It’s a fact.

It’s a fact.

I hope the spiked cage is smaller too!

I hope the spiked cage is smaller too!

At least you will know who she will be with.

At least you will know who she will be with.

But I didn't tell her to stop sending trip updates, maybe I like the torture

But I didn't tell her to stop sending trip updates, maybe I like the torture

One condition

One condition

I know you're at work.. 😈

I know you're at work.. 😈

U know what to do

U know what to do

You know she's going to agree with them.

You know she's going to agree with them.

It's about time now I guess 😈

It's about time now I guess 😈

Best

Best "chastity" friend FOREVER

Put this on, if you are man enough.

Put this on, if you are man enough.

https://imgur.com/a/wZw8inp

https://imgur.com/a/wZw8inp

Locktober Day 2 Task

Locktober Day 2 Task

upping the ante

upping the ante

Elsa Jean's addictions

Elsa Jean's addictions

She loves toying with you.

She loves toying with you.

that other part

that other part

Another challenge

Another challenge

Good boy

Date night

Released and edged, I was even allowed to snap a few pics of her sexy outfit before the Christmas party.

Released and edged, I was even allowed to snap a few pics of her sexy outfit before the Christmas party.

Mommy cage [incest] [mom] [Sophie Dee]

Mommy cage [incest] [mom] [Sophie Dee]

Keep him dripping…

Keep him dripping…

Isn't that a relief?

Isn't that a relief?

And u are not a real man hun..

And u are not a real man hun..

Sponge Bath

Sponge Bath

Mia doesn't care

Mia doesn't care

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.

Start serving me bitch 😈

Start serving me bitch 😈

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

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

I would not wanna miss out on that special face you always make 🤭

I would not wanna miss out on that special face you always make 🤭

Release day?

Release day?

Guess the cage is permanent

Guess the cage is permanent

Finding new ways to tease you.

Finding new ways to tease you.

Dinner is ready! Hope you enjoy your first and only dish of the night. 🔐

Dinner is ready! Hope you enjoy your first and only dish of the night. 🔐

Keyholder Profile: 1/60 "Aiko" (patreon exclusive early release)

Go and ask him, let her have some fun

Go and ask him, let her have some fun

Girl-Rules

A Winner From My Chastity Captions Contest

A Winner From My Chastity Captions Contest

Sisters ass

Sisters ass

Her new power

Her new power

Your girlfriend is a problem solver.

Your girlfriend is a problem solver.

You'd better think hard!

You'd better think hard!

"never unlock a boy before his chastity time is up"

Which game do you pick

Which game do you pick

I told you the rules several times 👅

I told you the rules several times 👅

Violet Myers strikes again

Violet Myers strikes again

Reminding you what you can't have

Reminding you what you can't have

Love is in the air… 💖🔐

Love is in the air… 💖🔐

Conundrum 💋

Conundrum 💋

Jenna is so very kind, don't you think?

Jenna is so very kind, don't you think?

I'll enjoy it

I'll enjoy it

Time for an upgrade!

Time for an upgrade!

Merry Xmas