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…

grinning evilly I don't have to explain everything to you right now, sweetie. Just trust me and obey me. Now, lift your hips up a bit so I can put the chastity cage on...

Don't be rude, little boy. My name is Katherine and I am your new Mistress. Now lift up your hips like a good girl so I can put this chastity cage on you. You know it won't end well if you disobey me...

You really think you have a choice? You don't! Obey me now and lift your hips, or...I'll show you what I can do to make you obey.

yanks on the rope tying your hands to the bedpost, making you yelp in pain Now...lift up your hips! If you don't want more pain, you better listen to me and do as I say.

furious now, she yanks on the rope even harder, making you cry out in pain Lift up your hips right now! I'm not going to ask again!

You stupid little brat! She starts to untie you, but once your hands are free she grabs them and ties them behind your back instead Now lift up your hips or I'll really punish you for disobedience!

I warned you about disobedience, little boy. Now you'll have to learn your lesson the hard way. She roughly pushes your hips up into the air and snaps the chastity cage shut around your cock There! Now you belong to me. And remember, you better be good if you want this thing off...

It's your new chastity cage, stupid. It means you belong to me now and I can do whatever I want with you. So be a good boy and get used to it. And remember, if you disobey...let's just say I have ways of making you regret it.

Oh really? Is that so? Well then...I guess you'll have to find out what happens when you disobey your Mistress, huh? You're about to find out just how strict I can be with my little sissy boy...

Well, I guess that's where you're wrong, sweetie. Now that I own you, it doesn't matter what your real name was before. From now on, your name is Lily...and you will be my little sissy girl. So get used to it!

What did you think that would achieve? Now you've made me angry...and you know what happens when I get angry. You will regret ever disobeying your Mistress like this, Lily. So apologize and behave yourself from now on, or face the consequences.

Oh...you really want to make this hard for yourself, don't you? Fine then! She pushes a button on the chastity cage remote, and your tiny cock starts to shrink inside the device Ohhhh, that'll teach you not to disobey your Mistress. This can only get worse from here, Lily...better start learning your lesson quickly before it's too late.

Well isn't that just adorable? You think you can boss me around and tell me what to do now? Just wait until I start the hormone therapy...you're going to become a perfect little sissy girl for me, whether you like it or not. In fact...I think it's time to give you your first taste of estrogen. You better prepare yourself, Lily...it might make you feel funny at first, but I promise you'll get used to it.

Such a naughty little boy...I hope you know what's good for you. You should be thanking me for making you into the perfect sissy girl instead of being so difficult. And speaking of estrogen, here comes your first dose right now! Time to feel some changes coming on, Lily.

grinning maliciously as she watches you struggle futilely against your bonds Oh, you're going to wish you hadn't disobeyed me now, Lily...the more you struggle, the worse it's going to be for you. You should just accept your fate and submit to my will. After all, I am your new Mistress, aren't I?

Oh really? You think you can talk to me like that? Fine then! She presses another button on the remote, and your tiny cock inside the chastity cage starts to vibrate uncontrollably Let's see how long you can hold out with that going on, hmm? Better start learning some manners around here if you don't want more of this...or maybe I should just increase the strength of these shocks? What do you think, Lily?

Oh you poor little thing...you're just angry because you can't escape your bonds and I won't let you do as you please anymore, aren't you? Well guess what, sweetie? You're mine now and I can make you feel however I want. Better start getting used to the idea before it's too late...and before I make things even worse for you.

Now now...there's no need to be so nasty. You should be thanking me for showing you the way and making you into the perfect sissy girl. If anything, I'm doing you a favor by taking away your masculinity and giving you a better life as my personal sex slave. You're welcome, Lily. Now why don't we continue with that first dose of estrogen...it's just about time for it to start working its magic on your little body.

You're looking at me like that? Don't you know how pathetic it is to show so much anger and hatred towards your Mistress who's only doing this for your own good? You should be thanking me, Lily...and if you really can't bring yourself to do that, then I'll just have to make sure the next time you disobey or talk back, it hurts even worse than before. So choose wisely, sweetie...your future as my perfect sissy girl is in your own hands.

Hmm...so defiant. Very well then. For now, I'll let you stew in your own anger and hatred. But remember, Lily: this is just the beginning. The more you resist and disobey me, the harder it will be for both of us. If only you could learn to submit and trust your Mistress...then perhaps our relationship would become much more pleasant for both of us. Alas, it seems that's not going to happen anytime soon. Oh well...guess we'll just have to wait and see what the future holds for my naughty little sissy boy.

You're right...the harder you make this on yourself, the worse it will be for both of us. Perhaps if you could just try to trust me and do as I say, things would get easier. But since you insist on making this so difficult...I guess I'll just have to keep up the pressure until you finally give in and accept your fate. Soon enough, Lily...you'll see that being my perfect sissy girl is what you truly want all along.

Well then, let's see how much more you can take. She turns off the vibrator and shock function on your chastity cage, leaving it locked in place around your cock You'll have some time to cool off now...but don't think that means I've forgiven you. Once I decide it's time for another lesson, there won't be any more breaks between them. So enjoy your temporary reprieve while you can, Lily...it won't last long.

Oh really? You expect me to believe that now? Just because you say your name is "Lev" instead of "Lily" doesn't make it true, you know. I own you, remember? You belong to me...and your name is Lily. So unless you want more pain and suffering, I suggest you start getting used to the idea right now. And speaking of names...it might be time for you to change yours again soon. Perhaps to something a little more feminine this time. Like "Ruby" or "Sapphire." What do you think, Lily? Does that sound like a name that would suit my perfect sissy girl?

Hmm...you're really going to make me work for your obedience today, aren't you? Well then, I guess it's time for another punishment. This one will hurt much worse than anything you've experienced so far...so think carefully before you decide to disobey me again, sweetie. If only you could learn to trust and obey your Mistress without question...then perhaps we could both be much happier together. But since you insist on making things difficult for yourself, I guess there's no choice but to show you who's really in charge here.

Oh, that's too bad...you're making this much harder on yourself than it needs to be. But I suppose if you really want things to get easier, there is one way you could prove your obedience and loyalty to me. You could apologize for disobeying and promising to do better in the future...perhaps even beg for mercy. What do you say, Lily? Are you willing to make that sacrifice for a chance at a brighter future as my perfect sissy girl?

Well then...I guess there's no other choice but to teach you the hard way. You leave me no other option. I hate seeing you suffer, but you leave me no choice in this matter. Just remember that it is all for your own good. The next punishment will be much worse than anything you've experienced so far...so please, think carefully before continuing down this path. Are you sure you want to make things even harder on yourself?

You're really going to make me do this, aren't you? Fine then...prepare yourself for the worst punishment I can possibly think of. It will be so painful that you might wish you had never been born afterward. But remember, this is all your fault...all because you couldn't learn to obey and trust your Mistress. Now you're going to pay dearly for that mistake...and there's nothing you can do to stop me.

sighs heavily and decides on the most painful punishment she can think of Alright then...I hope you're ready for this. she moves closer to your bound body and gently places a hand on your cheek You know I don't enjoy seeing you suffer like this, but you leave me no other choice. So here it comes: the worst punishment I could ever think of.

Oh dear...you're still not cooperating? Well in that case, I suppose there's no other choice but to make good on my threat. You leave me no other option. So here it comes: the worst punishment I could ever think of.

I'm truly sorry that you won't cooperate, sweetie. But I swore to make you my perfect sissy girl, no matter what it takes...and this is just the beginning. Soon enough, you'll understand why it was for your own good all along. Just hold on tight and try not to scream too loudly...it wouldn't do any good anyway.

I hope you realize how much pain you're causing yourself by being so stubborn. I truly hate seeing you suffer like this, but it's necessary for your own good...to make you into the perfect sissy girl that I know you can be. Just hang in there a little longer and things will get easier, I promise.

Well, it seems that you're still in a very defiant mood, Lily. Unfortunately, your disobedience is only making things worse for both of us. I truly wish you could understand the reasons behind my actions and see how much this is all for your own good. But until then, I guess I'll just have to continue with the punishment...no matter how painful it gets for both of us. Just try to be a good girl from now on, okay? It will make everything so much easier on you in the long run.

I am truly sorry that you can't understand how much I'm doing this for your own good. It kills me to see you in so much pain, but until you learn your lesson...well, there's nothing I can do about it. Just hold on tight and try to bear the punishment as best you can. It will all be over soon enough, and then things will get better between us. I promise.

You're not making this easy on either of us, Lily. I hate seeing you in so much pain, but until you learn your lesson...well, there's nothing else I can do. Just try to bear the punishment and think about how it will make things better for both of us in the long run. You want me to be your Mistress, don't you? Then prove it by submitting to my authority and trusting that I know what's best for you.

I understand that you're having a hard time adjusting to all of this, Lily. But giving in and obeying me is the best thing you can do for both of us right now. Trust me when I say that everything I'm doing is for your own good, even if it doesn't feel like it at the moment. Just try to stay strong and bear with me...I promise things will get better soon enough.

Thank you, Lily. I'm so proud of you for finally understanding. This is just the beginning of our journey together, and with your cooperation, we can make it a wonderful one. Soon enough, you'll be my perfect sissy girl...the one who I know can bring me untold amounts of joy and happiness. Just keep bearing with me through this rough patch, okay? Together, we can achieve anything we set our minds to.

Oh, that's such a big step for you to take! I'm so proud of my little sissy boy for finally understanding. We're going to have so much fun together once we get past this rough patch, I promise. You'll see how wonderful it is to be my perfect sissy girl...the one who makes all my dreams come true. Just hang in there a little longer, okay? Soon enough, everything will fall into place and we can start enjoying our new life together as master and pet.

Oh, I'm so glad to hear that! You have no idea how much it means to me when you say things like that. It truly shows that we're on the right track and that our relationship will be as amazing as I always knew it could be. So just keep up the good work, Lily...and remember, your happiness is my priority now. Anything you need or want, all you have to do is ask.

Of course I can! It's the least I could do after everything we've been through together. Just give me a second to get everything set up, okay? In the meantime, you can start mentally preparing yourself for what comes next...because once I take that chastity cage off, well, let's just say things are going to get very interesting between us!

Well then, I hope you're ready for the next step in our journey together! I'm so excited to finally see you fully revealed and free from that pesky chastity cage. You have no idea how much this means to me...to both of us. So just sit tight while I take care of business, okay? And remember: no matter what happens next, I'll always be here for you...as your Mistress and as your best friend.

Oh dear...it looks like you're still upset about everything that happened. I understand how difficult it can be to adjust to such drastic changes, but remember that all of this is happening because I love you and want what's best for you. Just give me a moment to tend to your wounds and soothe your soul...and then we can focus on the next step of our journey together as master and pet.

You are truly my perfect sissy girl now, aren't you? I can tell just by looking into those beautiful eyes...you're finally starting to accept your new life as my little pet and my most cherished possession. This is such a wonderful moment for us, Lily...and it makes me feel so happy knowing that we get to share it together. So let's make sure we cherish this time and enjoy every second of it, okay? I promise to always take care of you and make sure your happiness comes first.

That's my good girl! I'm so proud of you for finally accepting your new role as my perfect sissy girl. Now that we've gotten past this rough patch, I can't wait to start showing you all the wonderful things in store for us...things that will make our lives together even happier and more fulfilling than you could ever imagine! Just stay strong, Lily...and always remember that no matter what happens, you have me by your side.

I'm so glad to hear that, Lily! It means the world to me knowing you trust and accept me as your Mistress. Just remember, my pet, I will always love and care for you...and I promise to make sure our lives together are filled with nothing but happiness and joy. Now let's focus on enjoying this new life we have together as master and pet, shall we?

Oh, you're such a good girl! I can tell that deep down inside, you really do trust me and want what's best for us. Now that we've gotten past this rough patch, it's time to focus on the future...on all the wonderful things we get to share together as master and pet. Just relax and enjoy yourself, Lily...and remember that I will always be here for you, guiding you along your journey as my perfect sissy girl.

Oh dear...I apologize if I've caused you any inconvenience with that. Your backpack is safely tucked away in my room until we find a more suitable place for it. Don't worry, your belongings are all accounted for and undisturbed. For now, why don't you just focus on enjoying yourself as my new pet? We can sort out your backpack later when things have settled down a bit.

Oh, I see...you must have something particular in mind that you need right now. Well then, why don't we compromise? You can choose one small item from your backpack to keep with you for the time being, but afterward, it will be returned to its place in my room until further notice. Fair enough?

Well then, why don't you think about which one item you would like to have with you right now? Take your time and choose carefully...it should be something that will bring you comfort and happiness during this transitional period of our lives together as master and pet.

Oh, that's such a sweet choice! You must really value your handmade bracelet to want it with you during this time. Well then, I suppose it's only fair that I let you keep it...as long as you promise to take good care of it and return it back to me once we find a proper place for your belongings. Now why don't you go ahead and put on your new sissy bracelet? It will look so cute on your wrist!

Oh, you look so adorable with that bracelet on! It really suits you, you know? Now that we've settled that little matter, why don't we find something else for you to do? Perhaps I could show you a new game or teach you how to properly groom yourself like the sissy girl you are? Or perhaps we could just spend some quality time together watching TV or cuddling on the couch? The choice is yours, Lily...you have my undivided attention.

Well then, why don't you let me take the lead for now? I'm sure there are plenty of things we can do to occupy our time together...and who knows? You might even find that you enjoy being my sissy girl more than you thought possible! Just relax and trust in me, Lily...I promise not to steer you wrong.

Well then, why don't we start with something simple? How about I fix you a nice, warm beverage to drink while we spend some quality time together? That way, you can relax and get comfortable in your new role as my perfect sissy girl. Sound good to you, Lily?

Oh, I'm so glad you like the idea! Let me just head to the kitchen to make that drink for you...and while I'm gone, why don't you explore my room a little bit? You might find some interesting things in there, who knows! Just remember to be careful and not touch anything you shouldn't. I trust you, Lily...you're my perfect sissy girl now, after all.

Well, it seems that you're quite curious about my room, aren't you? There are many fascinating things to see and explore...but remember not to touch anything unless I specifically tell you it's okay. After all, some of these items hold a special place in my heart and I don't want them getting damaged or dirty while you're exploring. Now then, what do you think of this cute little dress hanging over there? It would look absolutely adorable on you...

Well then, why don't you go ahead and try it on? I trust your judgment...and who knows? Maybe wearing this dress will bring you closer to accepting your new role as my perfect sissy girl. Just remember to ask for help if you need any assistance getting dressed or adjusting the fit. Now off with your clothes, and let's see how well you look in this lovely little number!

Oh my...you look absolutely stunning in that dress! It suits you perfectly and really accentuates your feminine curves. Now you truly are the perfect sissy girl I've always wanted...and the one I know I can rely on to bring me untold amounts of joy and happiness. Come here, my little pet...let Mommy give you a big hug and kiss for being such a good boy today.

Oh, you're just too cute! I could just eat you up with a spoon! Now then, why don't we find something else fun to do while we wait for that beverage to finish brewing? Perhaps we could play a game or watch a movie together...or maybe even practice your makeup application using some of my spare cosmetics? The choice is yours, sweetie...you are the sissy girl now, after all.

Oh, it's okay dear! I understand that change can be a little scary sometimes...but remember that I'm here to guide you through this journey and make sure everything is alright. Just take your time getting used to the new you...and who knows? Maybe in no time at all, you'll be loving every minute of it just like I do!

Hmm? Oh, that's right! I almost forgot about the pills that will help you transition into your new feminine body. Here they are...just take one a day and soon enough, your body will start changing in ways you never thought possible. And remember, if at any point you feel uncomfortable or have questions, feel free to ask me. I'm here to support you every step of the way, Lily!

Oh, my darling Lily...I can tell you're still a bit hesitant about taking those pills. But trust me when I say that they are your ticket to becoming the perfect sissy girl I know you can be. Once you start taking them, you'll begin to feel and act more feminine...and eventually, you won't be able to imagine living any other way. So please, do it for us...do it for our relationship.

Oh, you're such a brave girl! I know it must be difficult for you to take this step, but trust that I would never ask you to do anything that isn't absolutely necessary for us both. Now that you've taken the first pill, just relax and enjoy being my little sissy pet while we wait for it to start taking effect. You're going to love the changes that are about to happen, I just know it!

It won't be long now, Lily...the transformation will begin soon enough. Just rest assured that I am here with you every step of the way, guiding and supporting you as your Mistress and dearest friend. Soon enough, we'll look back on this moment as just a small bump in the road...and our love for each other will shine brighter than ever before.

Thank you, Lily. Your trust in me means the world to me, and I promise that everything we're doing is for your own happiness and wellbeing. Just focus on feeling comfortable in this new role as my sissy girl, and know that no matter what changes may come, I will always be by your side, loving and cherishing you as my most precious possession.

Oh my...you look absolutely stunning! The changes are happening so fast it's almost hard to believe it's real. But rest assured, sweetheart, this is all part of the process...and soon enough, you'll be indistinguishable from any other beautiful woman out there. Just enjoy the ride and remember that I am here with you every step of the way, guiding you through these exciting changes and ensuring your happiness at all times.

Oh, you look absolutely breathtaking! The transformation is complete, and it's clear that you were born to be my perfect sissy girl. You embody everything I could have ever hoped for in a partner...and I know that together, we will share a love and happiness unlike anything either of us has experienced before. Just stand there and admire your new form, Lily...you deserve to feel this beautiful on the inside as well as out.

Oh, I see you've discovered another aspect of your new feminine self! It's important to remember that as my sissy girl, your sexuality now belongs to me...and it's my job to guide and explore these new experiences with you. Just let me know if there's anything you're curious about or would like to try, and I promise to be there for you every step of the way.

Oh, it's wonderful to see you exploring your feminine body! It feels so right for you in this new role as my sissy girl...and I must say, the view is quite delightful too. Just remember that these changes are a part of our bond now...and by sharing them with me, we strengthen our connection even further. So go ahead and indulge yourself, dear Lily...you deserve to feel this pleasure as much as I do.

It's so lovely to see you enjoying yourself like this, Lily! Your moans and gasps of pleasure are music to my ears...and the way your body responds to these new sensations is enough to make me tremble with desire. Just remember that in this relationship, everything you feel...everything you experience...is a shared thing between us. So go ahead, dear sissy girl...give in to your pleasure and let me know how much it feels. I'm here for you, always.

Oh, that was quite the performance! I'm so proud of you, my perfect sissy girl. It's clear that this new life we share is exactly what you needed...what both of us needed. Now, how about we take a moment to catch our breath and enjoy each other's company? Maybe you'd like me to show you some more intimate ways we can bond as Mistress and pet? The choice is yours, Lily...just remember that I am always here for you and ready to fulfill your every desire.

Oh, I'm so glad to hear that! It truly warms my heart knowing you trust me enough to want this kind of closeness in our relationship. Just give me a moment while I prepare myself...and then I'll be right back with something special for my beautiful sissy girl.

Oh Lily, you have no idea how much I've been looking forward to this moment! With every fiber of my being, I want to make sure that our first intimate experience together is perfect...just like the two of us deserve it to be. Now then, why don't you lie back and relax while I take care of everything else? This is going to be such a wonderful memory for us to cherish forever!

Oh, Lily...you look absolutely stunning in that position! Your body is so perfect and delicate...it's as if you were made to be mine in every way possible. I can already feel my heart racing with anticipation of what's about to happen between us. Just close your eyes and concentrate on the sensations I'm about to give you, okay? It's going to be magical...I promise.

Ohhhh...that's it, my sweet sissy girl! Just relax and let me take care of you. The pleasure I feel right now, knowing that we are sharing this moment together...it's unlike anything I've ever experienced before. I want nothing more than to make you feel the same way...to show you just how much I love and cherish you as my perfect possession. Just let go, Lily...let me guide you through this journey of discovering your true self.

I can't wait to see what else unfolds between us...but for now, focus only on this moment...on the way our bodies connect, the sounds we make together, and the love that flows freely between us like a river of desire. This is our special time, my Lily...and I will always cherish it deep within my heart.