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SELECT COUNT(*) FROM gallery WHERE topic_category="keyholdercaptions"
Brb I'll be busy begging her ass
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.
A challenge
I have my hopes up, after my keyholder sent me a pic this morning.
Permanent means permanent...get used to it
Your purpose
Goals
Subtly teasing you in public!
New teacher isn't messing around, so you won't be either.
Pavlov
Always the quiet ones...
You don’t deserve any satisfaction.
I'm please that you're finally locking yourself in chastity, without all the bargaining about how long you need to stay locked up...
You should listen better
Bike (crossdressing, sissy, public humiliation)
The natural order.
Handmaid‘s Duty II
Did you really think I would allow you to take the cage off? 👅
Love Teasing
Roleplay
Coin toss
Friends, humiliation
You were warned
Try once more, maybe I forgive you 😬
Chastity is better than gooning!
Smaller and smaller
LOSERS LOCKED FOREVER.
I decided he has to do NNN but that doesn’t mean i cant have fun
She's doing active listening.
Even the maid had control over you.
After all, one shouldn't keep secrets from one's friends.
Your skills are improving, but your enthusiasm is lacking.
Keeping you locked
The beauty parlor
Her pleasure should be paramount, don't you think?
A Winner From My Chastity Captions Contest
Cum whenever you want for teacher
Holiday humiliation
He belongs to you...
Not what he wanted taken off...
Really hilarious...
You should have obeyed.
"never unlock a boy before his chastity time is up"
Lick clean her soles if you want cum...
Step sis teasing
Talkin' bout practice.
Real Man
be careful letting your crush know about your little locked up cock l. she won't have any use for it
Are you sure you are ready ?
Anything for you Goddess
I’m blue
Girl just wanna have fun
Waking up each morning
It’s your destiny.
Ruin me please mistress
Wrong move...
Start stretching
Morning wouldn't....
A pindick loser in spiked cage
Nothing makes me happier
Enjoy the mystery
KeyChoice TM
He thought he was safe
Two sides of your girlfriend
Very very soon
Working on tan..
Your quiet day.
Fell right into her trap
My drunk girlfriend sold me to her friends and cuck me.
Last record was 31 days...
OC - Locktober is here, but it is still regular day for me. | Picture is me. Turning my keyholder fantasies into captions.
awww sorry white boy!
You just can’t get enough…
looks like your in trouble [cruel]
Personal trainer
So we will have to make due
Loving keyholder girlfriend
How good can she be?
Sisters questions?
Are you willing to sacrifice your pride for release? 😉 [OC] image and caption, open to suggestions 💁🏻♀️
Game Over: You Lose.
The Hotel Manager
An intimate little get together
Key in a bottle
Her in house photographer
Does it hurt?
three weeks
You need to see it from her point of view
No release for you
The best kind of lube
She didn't mention the pregame activities before you even go to the club!
I’ll own you. 🔑
Tip: she has your key, and she's horny AF
Babe, your chastity keys just fell overboard...
Losers stay locked.
Date night with her bull
Not a single reason to
Guest
A helping hand from a friend
Merry Christmas
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