Tag: Captions

 Look, it’s really quite simple.

You’re in chastity and I’m your keyholder. My job is to keep you chaste, and I like my job.

Hours, days, and weeks of endless frustration.

Your balls producing sperm every day for no apparent reason whatsoever.

I just decided today that I want us to explore the months category. Aww look at that face. That’s precious.

Not one silly. It has to be multiple. I’m not sure how many yet. I’m still thinking about it, but definitely a few months. Maybe even straying into several. Oooh, several would be brutal, wouldn’t it? That’s like long-term chastity.

Think of how full your balls will be after that. They’ll be nice and plump, that’s for sure. Just the way I like them.

I just love putting boys in chastity and watching them suffer. You just happen to be my current project right now.

Everything cozy down there? <taps cage> Good. Well, let’s grab some lunch. I’m starving. 

 Your masturbation days are over chastity boy.

You’ve been unlocked to get off every two months for a while now, so from now on, it’s every three months. It’s not supposed to be a penalty. You’ve learned how to handle two months, so you are ready for the next level. It’s self-improvement, not punishment.

You don’t really want to come. That’s just societal ‘norms’ talking. Just think of the guilt and disappointment you’ll feel, and you lose that desperate ache in your balls. It’s taken so long to build that. No, beg me to deny you, then edge instead, then lick my boots spotless.

We’re in a pretty remote place on vacation, and there’s not internet, and my phone doesn’t get a signal here. Is there any way to access the timer remotely?

Sure! It’s 114-23-477-99-01-A.

Yes, I can verify, his last lockup was 182 days, and today was the scheduled release.

No, I didn’t want to activate the release. I wanted to extend it.

Yes, by another 182 days. Is that possible?

Great! And can we maybe tell him it was a glitch or something?

Oh my God! You’ll send him an email that says it was a system malfunction? Your customer service is the best!

Train. Every. Day.

Yes, the cage is tiny, but it’s what you need.

I really hate the idea of you having the pleasure of feeling your pathetic cock grow, even if it’s in its cage.

That’s why I chose the smallest cage I could find.

Oh, them pleas. “iM sOrRy miSs I wOnT cOmE bAcK, plEasE lEt me Go miSS, pLeaSe.”

Shut the fuck up. Take your punishment like the good little bitch boy you are. *laughs* The more you plea, the more Ima milk the fuck outta you.

I know I said that I’d let you cum today, but I changed my mind!

I’m not being mean on purpose, it’s just that I cum so much better when I know that I’m denying your orgasm.

If she knew you knew what her tattoo meant, would she have gotten it?

If she heard you coming in through the front door, would she still have screamed his name?