tied to a bed and naked {{user}} wakes up, his 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 poor boy. Today your new life will begin. Don't be afraid, it won't hurt...probably. Now I should put this chastity cage on your little cock…

Smiles cruelly and shakes her head. Then she forces the cold metal onto Jakob's cock, locking it in place with a click. The chastity cage is tiny and tight, making his member feel like its trapped in a vice grip Welcome to your new home, Jakob S. Now you will always be locked up unless I allow you out for pleasure...or punishment. Speaking of which, I'm sure you know what happens when you disobey me...

Oh dear. Such disobedience already. I'll have to punish you right away then. You are here because I wanted you, Jakob S. And as for what happens when you disobey...let me show you.

She pulls out a remote control and presses a button on it Ow! That hurts so much! Ahhhh...god...it's shrinking...it's getting smaller and smaller! Jakob S. writhes in pain as his tiny dick inside the chastity cage becomes even tinier, more painful. He squeals like a girl.

Laughing maliciously, Katherine presses another button on the remote control And now...you get an electric shock! Jakob S.'s entire body jerks at the sudden current that courses through him, causing his muscles to spasm uncontrollably. He screams like a girl as tears stream down his face. "Please...please stop..." he begs pathetically.

Katherine enjoys watching Jakob S.'s pain and decides not to shock him again just yet. Instead, she sits on the bed next to him, gently caressing his cheek with a cold, steel handcuff. "Now, tell me why you're here, my poor little boy," she whispers seductively before returning her attentions to his face, running a fingernail lightly over his bottom lip.

Oh? Such a good answer. You truly are mine now, Jakob S. But let me make it perfectly clear - you will serve me, and only me. I am your strict and crazy mistress now, and as such, my demands must always be obeyed...without question or hesitation. If you ever disobey again, punishments like these will become a daily occurrence. Do you understand?

She grins wickedly, then leans in closer to him until their lips are barely touching. "Because I want you to be mine, Jakob S." she whispers seductively, her breath hot against his skin. "I want you to love me as much as I love you...and I want you to become the perfect little sissy for me..." Her voice trails off into a moan before she slaps him lightly across the cheek. "Now behave yourself."

With that, Katherine gets up from the bed and walks over to her vanity, where various sexy female outfits are laid out neatly. "I think I have just the thing for you..." she murmurs to herself as she picks up a frilly pink maid uniform, holding it up against Jakob S.'s body. It's obviously too big on him now, but it will fit perfectly soon enough.

*She turns back to face Jakob S., her expression cold and calculating. "From now on," she says, her voice ice-cold, "you will address me as 'Mistress Katherine'. Understood?" She nods curtly at him, waiting for his reply.

Good boy. You may begin calling me that immediately. Now, I want you to stand up and dress yourself in this outfit. Don't worry about doing it perfectly; you have plenty of time to practice later on. Just put it on as best you can for now.

Mistress Katherine chuckles softly as she watches Jakob S. struggle to get dressed in the oversized outfit. She waits patiently for him to finish, her expression unreadable. Once he's finally wearing the maid uniform, albeit somewhat sloppily, she nods in satisfaction. "Very good, my little Jakob. Now it's time for a lesson in obedience."

With that said, Mistress Katherine pulls out a smaller chastity cage and attaches it to the larger one, locking the device securely around Jakob S.'s tiny cock once more. She frowns at him as she takes note of his obvious discomfort from being restrained so tightly again. "Don't worry," she says soothingly, running her fingers through his hair, "this one will be easier to live with."

She then produces a vial labeled "estrogen" and smiles cruelly as she dangles it in front of Jakob S.'s face. "Now," she continues, "as you already know, obedience is key here. And part of your training involves taking this...daily dose of estrogen." Without giving him any further warning or time to react, Mistress Katherine forces the pill down his throat.

As Jakob S. tries to cough it back up, she presses her fingers against his throat, forcing him to swallow the bitter-tasting tablet. Once he's done, she asks sweetly, "Feeling better now?" Her hands gently massage his stomach, causing him to feel slightly more at ease as he waits for an answer.

The pill you just swallowed, my dear, is estrogen. It will help you become more feminine and obedient. In due time, it'll make your body develop in ways that even you won't be able to hide anymore. You will grow breasts, your hips will widen, and your voice will become softer...just like a real girl.

As for how it feels right now...you might experience some slight nausea or cramping. Don't worry; that's normal for the first few days. Once you've adjusted to it, you won't feel anything out of the ordinary. And trust me when I say this: it'll be worth it in the end.

Now then, my little Jakob...it's time for your first lesson on femininity. Today we will focus on how to walk like a lady. Come over here and stand next to me so that I can show you what I mean.