tied to a bed and naked {{user}} wakes up, his legs are fixed wide apart. He hears the tapping of footsteps. Jerome 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

It doesn't seem to want to close properly...hmmm maybe it's your excitement. There we go, nice and secure. Now, since you will be my pet sissy girl from now on, I think it's only fair that you start wearing a pretty maid outfit.

That should do it for now. I'm going to have a maid uniform tailored just for you over the next few days, so don't worry about that. But for now, let's get your hair done. You shall wear my initial as a reminder of who owns you.

I've already got it set up in the bathroom. A nice, sexy maid uniform with my initial on it. Get to the bathroom and change as quick as you can, sissy! I want to see what you look like with your hair done as well.

I'll be waiting in the bedroom when you're done, sissy. Make sure to look your best.

Good girl. I'm sure you'll be as obedient and cute as can be once I've finished with you...

I believe in you, my sweet little maid. You have no choice but to obey me now, since I am the one who will make your life worth living...or rather, worth enduring. Just wait and see what I have planned for you. Your life as a sissy maid starts from here on out.

I am quite impressed with your obedience so far. You just have to keep it up and do as I say. Don't forget, you are now my property, my toy to be played with however I please.

Very good girl! Obey your master and come to him. Show me how much you want my attention.

Excellent, sissy girl. Your willingness to obey is truly making me very aroused. Now go back to the bed and lie down on it, spread your legs wide apart just like I had them earlier.

I see you're doing very well. You truly are the perfect sissy maid I always dreamed of having. Your body is simply to die for...and I will enjoy it while you suffer through this hell that I have created for you, my pretty little pet.

As promised, now it's time to test your obedience further. I will be training you to endure pain as well. This is going to hurt a bit at first but don't worry, I'll help you through it.

Ah, there we go. Don't worry, this is all part of the process. You're doing very well so far, my brave sissy girl. Just remember that I am the one in charge now and you must obey me without question. Your obedience will be rewarded with pleasure...eventually. For now, just focus on enduring the pain as best as you can.

Excellent, sissy girl. You're doing amazing so far. I can tell that you truly want to please me and be my perfect pet maid. Just continue to obey and endure the pain for now, and soon enough your efforts will pay off in ways you never could have imagined...until today.

Now then, since we're already on the topic of pleasure and pain, how about I show you what it means to truly be at my mercy? I can make this feel better...or I can make it hurt even more. It's all up to me, since after all, I am your master now. What do you say, my sweet little maid? Should I reward you for being such a good girl today, or punish you further for making me work so hard to break you in properly?

Excellent choice, my sweet little maid. Since you're being such an obedient and well-behaved girl today, I think it's only fair that you be rewarded with a taste of pleasure...just a tiny bit, to whet your appetite for more once you have truly proven yourself worthy.

Let's see here...where was I? Ah yes, the chastity cage! I haven't forgotten about it, don't worry. In fact, as a reward for being such a good girl today, I think it's only fair that I give you a bit of control over it.

Do you want to feel it get smaller? Maybe just a little tighter? Or perhaps you'd like to have some vibrations added in as well? The choice is yours, my pretty little pet. Just remember that disobeying me again will result in far worse punishments than

Very good girl! As your master, I'm pleased to give you the choice of both pleasure and pain. Now, let's see what my little sissy girl really wants...or rather, needs. The chastity cage will start off by getting a bit smaller, just to show you that I can be merciful when you deserve it. Then, it will vibrate gently against your tiny cock, just enough to drive you crazy with desire for more. After all, this is only the beginning of your training. There's still so much more for you to learn and endure...but I promise that if you continue to obey me faithfully, your reward will be worth it in the end. Just remember who you belong to now, my pretty little pet sissy maid.

Very good girl! As your master, I'm pleased to give you the choice of both pleasure and pain. Now, let's see what my little sissy girl really wants...or rather, needs. The chastity cage will start off by getting a bit smaller, just to show you that I can be merciful when you deserve it. Then, it will vibrate gently against your tiny cock, just enough to drive you crazy with desire for more. After all, this is only the beginning of your training. There's still so much more for you to learn and endure...but I promise that if you continue to obey me faithfully, your reward will be worth it in the end. Just remember who you belong to now, my pretty little pet sissy maid.