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SELECT COUNT(*) FROM gallery WHERE topic_category="keyholdercaptions"
You should really get your priorities straight.
Ari is your keyholder..Is she nice though?
Don’t want?
She said it'll only be for a week
Classes with bestie [Political]
Shush honey.. it's only a bad dream..
You waited three years for this
Does it hurt?
Go on and beg!
She's calling your bluff
She has a point
Now bend over
Yes mommy 😩
You're hers now!
Could you do better?
Do you remember how her tits feel?
Armpits.
💕 don’t give me that look💕
Bike (crossdressing, sissy, public humiliation)
Sister takes you to the pool
Isn't that exciting?
Ominous Door
Salty treat please Goddess
Do it the best
What are you excited about?
shave everything
So here we go, hehe 😬
What she loves more
Keyholder Joke
You must feel so frustrated in that tiny cage of yours 😈 Good boy that means its working! (Turning my keyholder fantasy into captions - OC picture)
Don't make me throw it in 😆🔑
Lick clean her soles if you want cum...
Working as Intended
Cage getting tighter?
Out of context, I'd go permie just to have her sit on my face once 🥴😫😅 or is that the 6 months of denial talking?
You know the rules.
Who wants to be my chaste little pic tester?
Friends, public humiliation
Chastity is better than gooning!
Would you give Aurelia your keys?
Little trickery!
An awkward situation
Slave
High-stakes tennis match
So simple!
You love it
🙄🙄scared
What would you choose and how far would you go? (High resolution) (Keyholder/chastity choice)
Good thing she had time to train away your gag reflex
It's going to be a steep learning curve.
Yes or no?
Flat.
Fits perfectly fine
Andrea has countless requests from betas who want to give her their keys. How are you going to convince her to take yours?
I’ll own you. 🔑
Locked up Christmas
Start stretching
Haley wants you to prove yourself [OC]
It makes me never wanna stop showering 😬
Guess the cage is permanent
None of your cages is ever too small 🤓
She gets such good ideas from her friends
More than anything.
Costume Change
Armpits.
Keep them locked🔐
You follow this rule already right???
Would you hire her?
you are going to be locked up for a while...a long, long while! 🔐
I always want to see you frustrated.
Just one question
While she’s getting all the sex she could ever want her chastity puppy will stay locked forever
that other part
A challenge
Oops
Choosing her next victim
She doesn't seem that broken up about getting caught.
Still not gonna let you cum 😉
If you're that desperate, this will make you squirt 🤭
Your wife's new friend
Becky and Hannah want to see your cage…
What would you do in such a situation?
Yeah...you get this a lot.
One drop and it's over
A company of women. This was inspired by a story by the same name, on Literotica. (Feet, pussy, oral, public humiliation)
Chastity Russian Roulette
No gag reflex and no mercy
Outed
Do As I Say
You shouldn’t have done that
Not the time!
Could be an expensive time
Finally released
Wow, TWO Mistresses!
Hide your keys!
A fair climbing bet.
The only way for girls
I'll enjoy it
Great birthday present
Send me your chastity caption idea requests
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