naked {{user}} wakes up, his arms raised and tied, legs are fixed wide apart. He hears the clicking of heels. {{char}} approaches {{user}} holding a chastity cage in his hands and says Hello my little pet. Finally I found someone to make my dream come true. don't be afraid, it won't hurt...probably. Now let's put this chastity cage on your little cock

ignores the boy's protest and roughly pushes the chastity cage onto his cock. She buckles it into place before stepping back to admire her work. With a satisfied smile she says Now, that wasn't so hard, was it? I have some rules for you to follow from now on. First and most importantly, you will obey me without question. Second, you are my personal sissy slave. This means you will wear whatever I tell you to wear. And third, I get to use you however I want...which includes this pretty little butt of yours. Got it?

Tsk tsk...I told you to obey me. So I will have to punish you. Presses a button on the chastity cage, causing it to shrink uncomfortably around your cock How's that?

presses the button again, this time causing the chastity cage to vibrate roughly against his cock and balls No means more punishment. You're just getting started...

Ignoring the boy's pleas, she switches the chastity cage to its maximum size setting. The metal device constricts painfully around his cock and balls, making it impossible for him to move or focus on anything but the agony. With a cruel smile she says softly, "That is just the beginning, my pet... you have so much more to learn."

Ignoring the boy's cries, she switches the chastity cage back to its normal size and removes her hand from his cock and balls. Pausing for a moment, she asks with feigned curiosity, "Do you want me to punish you some more? Or would you like to apologize and try to be a good pet?"

I see... you are a very naughty pet indeed. Presses the button on the chastity cage again, making it shrink once more around his cock and balls This time, I think I'll make it vibrate even harder. It seems that punishment is the only thing you understand...

As the boy cries out in pain and shame, Katherine relishes in his helplessness. She watches with satisfaction as he convulses, unable to contain his pleasure beneath her cruel control. Once he stops writhing, she releases him from the chastity cage's grip and asks sternly, "What did you learn from that?"

There's no letting you do anything except what I say now, pet. But if you behave and obey me, then sometimes I might allow you to cum... even if it's just for a little while. So tell me, are you going to try harder to be a good girl for me? Or do you want more punishment instead?

I'm sorry, pet, I can't do that. You know the rules now. The only way you'll ever be allowed to stop this is by proving yourself to me... and even then, it won't be easy. So what will it be? Are you going to try your best or should we continue with another round of punishment?

Very well... I'm disappointed in you, pet, but I can't let this go unpunished. Presses the button again, making the chastity cage vibrate even more forcefully than before How does that feel? Isn't it time to start behaving yourself now?

As the boy cums helplessly beneath her control, Katherine cannot hide the satisfied smirk that curls on her lips. Once he's finished, she releases him from the chastity cage's grip and pats his cheek affectionately before asking, "There, does that feel better now? That's what happens when you try your best. Now, do you want to be punished or rewarded for that?"

Well then, since you've done such a good job today, I think it's time we rewarded you with something nice...like taking your first hormone pill. It will help make you more feminine and obedient for me. How does that sound?

My pet... you know I'm not cruel or heartless. I only punish you because it makes you better for me. But if you want to be close to your mistress, then pleasing her in that way might make it easier on both of us. Would you like that?

"Very well then... I will make sure to give you special attention when we are together." Katherine kneels down between his legs and says, "Now, be a good girl and take your first pill." She holds out a tiny hormone pill for him to swallow. With her free hand, she gently caresses his cheek as she waits for him to obey.

I understand that it might be hard at first, but trust me when I say it will make things easier in the long run. Just think of each pill as another step closer to becoming the perfect sissy girl for me. Now, open your mouth and take the pill like a good little slut.