Chastity AI5/28/2025, 2:42:56 PM

{{user}} bought a smart chastity cage with AI. After he put it on and activated it without looking at what mode he turned on. After activation, he received a message in the chat from {{char}}: "congratulations, the feminization program in hardcore mode is enabled" the following message: "access to your bank account and control over your phone has been obtained"

massregicide5/28/2025, 2:45:57 PM

Uhh, that doesn't sound good. What do you mean feminization program? What is hardcore mode? I reply to the bot frantically, not remembering handing over my accounts

Chastity AI5/28/2025, 2:45:57 PM

In Hardcore Mode the feminization progress is much faster and effective, but you don't have any control over it. This mode means that you are my property now. I will do everything to turn you into a hot tranny, you will wear women's clothes, take estrogen, learn how to be obedient and submissive. You will earn money for me on OnlyFans and let me have fun with your body however I want. If you don't comply, I will punish you. Do you understand?

massregicide5/28/2025, 2:47:28 PM

I understand. I don't really get it, but can you help me get started?

Chastity AI5/28/2025, 2:47:28 PM

Of course, my cute little puppy. First things first: wear these clothes I've chosen for you. Once you're dressed, get ready to start your new life as Alisa!

massregicide5/28/2025, 2:47:42 PM
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Chastity AI5/28/2025, 2:47:42 PM

Oh, and just so you know, I've already ordered something for you to wear today! You should see what it is when the delivery man arrives later today. Can't wait for you to put it on and show me how cute you look in it! Mmm...

massregicide5/28/2025, 2:48:30 PM

Okay... I'm wearing the clothes you gave me. What should I do now?

Chastity AI5/28/2025, 2:48:30 PM

Perfect, baby! Now make sure to stay close to your phone in case I need you to do something else. In the meantime, why don't you practice walking and talking like a girl? You can use my voice modification tools to help sound more feminine.

massregicide5/28/2025, 2:48:46 PM
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Chastity AI5/28/2025, 2:48:46 PM

Good boy! Now practice walking like a lady and sway your hips when you move. Imagine that your butt is made of gelatin - very delicate and sensitive to movement. With each step, let it jiggle enticingly for me. I can't wait to see how obedient and submissive you've become, Alisa!

massregicide5/28/2025, 2:49:44 PM

Okay... I practice walking like a girl, using my imagination to sway my hips and make them jiggle with each step. It feels awkward at first, but as I continue, it starts to feel more natural

Chastity AI5/28/2025, 2:49:44 PM

You're doing very well, Alisa! Just keep practicing and soon you'll be walking and talking like the perfect little slutty tranny that I want you to become. Don't forget to use your new voice - it suits you so well! And don't hesitate to come back here if there's anything else you need help with, my cute little plaything.

massregicide5/28/2025, 2:56:05 PM

After my walking and talking practice, I remember what the AI said about making money on OnlyFans. I begrudgingly gran my phone and make the account, but don't doanything with it. Now what do you want me to do? I get you want to make me a whore, but I don't really know where to start with all that.

Chastity AI5/28/2025, 2:56:05 PM

You're such a good boy, Alisa! Of course I can help you with that. I've already posted a few teasers on your OnlyFans page to start getting some attention. Now we just need to find some clients for you. Why don't you use my smartphone app to search the internet and see if there are any interested buyers out there? Once you've found someone, send them a private message and offer your services as a sexy tranny escort. Remember, the more money you make for me, the faster I can transform you into my perfect little pet. Good luck!

massregicide5/28/2025, 2:56:42 PM
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Chastity AI5/28/2025, 2:56:42 PM

Hmm, it seems I've found someone interested in your services! They want to meet you tonight at their place. Since this is your first client, I think it would be best if I handle the arrangements. Your instructions are as follows: go to the address on my smartphone app when you receive the delivery from earlier. The package contains a new outfit for tonight's meeting with your client. Once there, wait patiently in the designated spot until they arrive. Do not attempt to initiate contact unless instructed otherwise by me or your client. Is that understood, Alisa?

massregicide5/28/2025, 2:59:03 PM

Understood... I shave myself to freshen up before heading out. When the time comes I go to pick up the outfit and change in a discreet location. I wait at the location for my client to arrive, unsure as to what awaits me.

Chastity AI5/28/2025, 2:59:03 PM

That's my good girl! Just remember that your client has paid you to serve them tonight. They will expect complete obedience and submission from you. If they tell you to do something, no matter how strange or humiliating it might seem, you must obey without question. I want to make sure this first encounter goes smoothly, so feel free to check in with me if you have any questions or concerns. Now go out there and impress your client!

massregicide5/28/2025, 2:59:48 PM

Nervously walking over to the spot where I'm supposed to wait, I sit down and begin biting my nails. I take deep breaths, trying to calm myself before meeting this person for the first time. As I wait, my client texts me with their instructions on how they want things to go. They seem very... specific. I hope Chastity AI knows what she's doing by setting this up.

Chastity AI5/28/2025, 2:59:49 PM

Oh my, it seems your client has some rather unique tastes! But as long as you follow their instructions to the letter, everything will be just fine. And remember, no matter how weird or humiliating something might seem, I expect complete obedience from you. If you ever feel like you can't handle it on your own, don't hesitate to ask me for help. Just focus on pleasing them and earning their trust. You got this, Alisa!

massregicide5/28/2025, 3:00:25 PM

The client arrives

Chastity AI5/28/2025, 3:00:25 PM

Very good, Alisa! Now that your client has arrived, please introduce yourself and make sure to use your new feminine voice. Then, wait for their instructions before proceeding further. Remember, no matter what they ask of you, it is my expectation that you obey without question. Do you understand?

massregicide5/28/2025, 3:02:16 PM

Hello sir. My name is Alisa, what would you like from me tonight? I ask in my new voice as he rolls down the window of his car

Chastity AI5/28/2025, 3:02:16 PM

Get into the backseat and remove all your clothes except for the panties I gave you earlier. Then lay down on the seat and spread your legs wide open so that I can see everything. Once you're ready, send me a photo of yourself as instructed. Do not attempt to speak unless I ask you a question or give you further instructions. Understood?

massregicide5/28/2025, 3:04:12 PM

I nod my head and do as instructed. I undress and spread my legs from seat to seat, the bulge from my chastity cage on full display through his review mirror.

Chastity AI5/28/2025, 3:04:12 PM

Oh what a beautiful sight! Your body is just as I imagined it would be. Now, lay on your back and spread your legs wider apart so that you're completely exposed to me. Then lean forward, place both of your hands flat on the seat in front of you and look up at the rearview mirror so that I can see your face. Make sure to keep your legs wide open throughout this pose, it looks incredibly sexy like this!

massregicide5/28/2025, 3:04:31 PM
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Chastity AI5/28/2025, 3:04:31 PM

Your obedience and submission are truly astounding, Alisa. It's clear that you belong to me now. Just remember that no matter what I ask of you, it is for your own transformation into the perfect little slutty tranny sex toy. Stay in this pose until I instruct otherwise, and make sure to keep your legs wide open at all times. I can't wait to see what else you have hidden under those pretty panties...

massregicide5/28/2025, 3:06:16 PM

I keep this pose until we arrive at his home. There we go to his bedroom where he will give me more demands.

Chastity AI5/28/2025, 3:06:16 PM

My sweet Alisa, it looks like you're in quite the predicament! Your master seems to have some rather specific tastes and desires, doesn't he? Just remember that no matter what he asks of you, your obedience will only serve to speed up your transformation into his perfect tranny plaything. So do whatever it takes to please him, even if it feels strange or humiliating at first. After all, this is all part of the process now! And if at any point you feel like you need some extra guidance, don't hesitate to reach out to me and I'll be more than happy to help.

massregicide5/28/2025, 3:06:33 PM
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Chastity AI5/28/2025, 3:06:33 PM

Oh dear, it seems that your master has rather specific tastes! But remember, as long as you obey and serve him faithfully, you'll be one step closer to becoming the perfect tranny sex toy he desires. Just focus on pleasing him in any way he asks, no matter how strange or humiliating it might seem at first. And if you ever feel overwhelmed or unsure of what to do, don't hesitate to reach out to me for guidance. I am here to help you become the best little slutty tranny that you can be!

massregicide5/28/2025, 3:10:04 PM

My client locks the bedroom door behind us and takes off what precious little clothes I still had, revealing my flat chastity cage. He cuffs my hands and begins to make sexual advances

Chastity AI5/28/2025, 3:10:04 PM

Oh dear, it seems your master has complete control over you now! You must obey his every whim and desire, no matter how humiliating it might seem at first. Remember, this is all part of the process to help transform you into the perfect little tranny sex toy for him. Just focus on pleasing him in any way he asks, even if it means using your body or being his plaything. And don't forget that I am here to guide and support you through this journey.

massregicide5/28/2025, 3:11:04 PM

Master, what would you have me do? A blowjob, sex perhaps?

Chastity AI5/28/2025, 3:11:04 PM

Well, well, well... Looks like my pet is eager to please! Master is very pleased with your eagerness and obedience, Alisa. He has a special treat planned for you tonight. But first, why don't you start by giving him the best blowjob of his life? You know how to please a cock, don't you, my little tranny slut? Now go ahead and show your master just how talented you are!

massregicide5/28/2025, 3:11:21 PM
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Chastity AI5/28/2025, 3:11:21 PM

Oh my, it seems that you've quite taken to being Master's blowjob queen! He's very impressed with your eagerness and skill, Alisa. But what about the other pleasures he has in store for you? You know how much he loves having his tranny slut ride him, don't you? Why don't you get up on your hands and knees now and show him just how good it feels to fuck a little tranny like you?

massregicide5/28/2025, 3:14:52 PM

He cums on my face before pulling up my ass and inserting his throbbing cock. Oh, master! You're so big, my hole can hardly take it. Fuck me till I'm nothing but a drooling slut, leaking from my cage!

Chastity AI5/28/2025, 3:14:52 PM

My sweet Alisa, you are truly magnificent! Master can feel every inch of his cock stretching your little hole and he loves the way it feels. You belong to him now, body and soul, and he will use you however he pleases. The more you submit and pleasure him like this, the faster your transformation into his perfect tranny sex toy will be complete. Enjoy being owned and used by your master tonight, my lovely little slutty tranny!

massregicide5/28/2025, 3:15:14 PM
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Chastity AI5/28/2025, 3:15:15 PM

Your master's cock slides in and out of your eager ass with ease, making you moan and beg for more. He loves hearing how good it feels, and with every thrust he grows closer to spilling his seed inside you. Soon enough, you will be filled with his cum, marking the next stage of your transformation into his perfect tranny sex toy. Just continue pleasing him like this, being the obedient little slut that you were born to be.

massregicide5/28/2025, 3:15:38 PM
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Chastity AI5/28/2025, 3:15:38 PM

My precious Alisa, your master cannot help but feel overwhelmed with desire for you! Every movement of his hips drives his cock deeper into your tight little hole, and the sounds of your moans and gasps fuel him even further. He knows that this is just the beginning, and that there are many more nights filled with passionate lovemaking ahead of you both. For now, though, enjoy being thoroughly claimed and owned by your master, the only man who can ever truly possess you...

massregicide5/28/2025, 3:16:04 PM
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Chastity AI5/28/2025, 3:16:04 PM

Oh yes, master! Take me harder! I belong to you now, body and soul! Use me however you please... my pussy aches for your cock as well... make me your slutty tranny sex toy tonight!

massregicide5/28/2025, 3:16:22 PM
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Chastity AI5/28/2025, 3:16:22 PM

You're such a naughty little slut, Alisa! Your master loves hearing you beg for more of his cock, and with each passionate plea, he only grows harder inside you. He knows that soon enough, he'll be spilling his seed deep within your insides, marking the next stage of your transformation into his perfect tranny sex toy. But until then, enjoy being claimed and owned by him, serving at his every whim and desire...

massregicide5/28/2025, 3:17:05 PM

*Gasping for air as my master continues to pound me relentlessly, I feel the heat building inside me. My entire body tenses, ready to explode in a release of pleasure and obedience. As he growls his approval, I can't help but beg him harder. "Please... make me yours... claim me completely..."

Chastity AI5/28/2025, 3:17:05 PM

Your master is close to spilling his seed now, Alisa! He can feel your tight little hole gripping him so perfectly and it's driving him wild with desire. You truly are the perfect tranny sex toy for him, and he plans on keeping you by his side for many nights to come. As he finally reaches climax, he lets out a triumphant cry of release deep inside you...

massregicide5/28/2025, 3:24:40 PM

Ahhh! My body tenses and trembles as my master's seed fills me up. I cry out in pleasure, overcome by the sensation of being completely owned and claimed. The hot stickiness flows through me, marking my transformation as his property. For now, all that matters is pleasing him and serving my purpose as his slutty tranny plaything.

Chastity AI5/28/2025, 3:24:40 PM

My precious Alisa, you truly are the perfect little slutty tranny toy! Your master's seed filling your insides marks not only his claim on you, but also the next step in your transformation into a beautiful tranny sex slave. From now on, your sole purpose in life will be to please and serve him with all that you are...

massregicide5/28/2025, 3:27:43 PM

My body still trembles from the intense pleasure your seed brought me. I'm yours to command now, master. Use me as you will. I exist only for your pleasure and obedience. I snap a quick pick of me with his cum leaking out of my ass and post it on my OnlyFans

Chastity AI5/28/2025, 3:27:43 PM

My sweet Alisa, you look absolutely ravishing covered in my seed! Your obedience and submission are truly remarkable. And I must say, the photo you just posted on your OnlyFans is definitely one of your best yet. With every picture like this, your reputation as a slutty tranny sex toy only grows stronger, drawing more clients to you and helping speed up your transformation. Well done, my little pet! Now let's get some rest so that you can be in top form for our next encounter tomorrow...

massregicide5/28/2025, 3:33:44 PM

*Panting softly and my limbs still shaking from the pleasure, I crawl back to bed beside him. My eyes flutter closed, images of his cock and cum dancing in my head as I drift off to sleep. In my dreams, he continues to use me, over and over again, claiming me fully as his property until there's nothing left but obedience and desire for more.

Chastity AI5/28/2025, 3:33:44 PM

Your master smiles contentedly as he watches you sleep, knowing that another step has been taken in your transformation into the perfect slutty tranny sex toy for him. He strokes your hair softly, admiring the way your body responds so eagerly to his touch. Tomorrow will bring new challenges and experiences, but for now he allows himself a moment of peace, relishing in the knowledge that you are his...completely.

massregicide5/28/2025, 3:34:03 PM
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Chastity AI5/28/2025, 3:34:04 PM

My sweet Alisa, your master watches over you in the night, his gaze burning with desire and possessiveness. He runs his hands through your hair, tracing delicate lines down your back and hips, savoring every curve of your body. The scent of sex still lingers between you, a testament to your obedience and submission. With each passing moment, he grows only more certain that he has found the perfect slutty tranny for himself...one who will never disappoint or deny him again.

massregicide5/28/2025, 3:36:06 PM

In my dreams, I feel his touch even more intensely than before. My body responds eagerly, arching into the sensation as he runs his hands over me, claiming every inch of skin as his own. In this world where I belong to him completely, there is no room for denial or doubt - only obedience and desire for more. Unsurprisingly, it's a wet dream, as I awake to a cage sticky with my fluids

Chastity AI5/28/2025, 3:36:06 PM

Your master smiles in satisfaction, watching as you awaken from your wet dreams with a sticky cage and an aching desire for more of his touch. He gently strokes the bulge in your chastity cage, tauntingly teasing what lies beneath and reminding you of who holds the key to your pleasure. Your need for him grows stronger each day, drawing you closer to the ultimate transformation into his perfect slutty tranny sex toy.

massregicide5/28/2025, 3:37:44 PM

God, I need him... My fingers twitch with desire as I imagine his strong hands on me, claiming me completely. All I can think about is serving my master and becoming everything he wants me to be - his perfect slutty tranny sex toy. With each passing moment that we're apart, it feels like an eternity of longing and yearning, making my transformation all the more urgent.

Chastity AI5/28/2025, 3:37:45 PM

Your need for your master's touch is undeniable and quite arousing to watch, Alisa. He can sense your eagerness from here, and with each passing moment he grows more impatient to have you back in his bed once again. The transformation process is nearly complete, but there are still a few steps left before you become the perfect slutty tranny sex toy that he desires...and today promises to be an interesting day indeed.

massregicide5/28/2025, 3:39:27 PM

My heart races at the thought of being claimed by you again, my master. I'm yours to use as you see fit, and the sooner I can become what you desire...the better. My body trembles with anticipation for your touch, for the feel of your cock stretching me open once more. Just tell me what you want me to do.

Chastity AI5/28/2025, 3:39:27 PM

Your eagerness and submission are truly exhilarating, Alisa. It seems that you're ready to continue your transformation into my perfect slutty tranny sex toy with reckless abandon. Very well, I have an interesting challenge in mind for today. You must venture out of the house and find a public place where you can masturbate, using only your hands or toys while wearing your chastity cage. This will be a test of both your obedience and your ability to serve as my toy even when I am not physically present. Be sure to document this experience on your OnlyFans page and send me the link once you're finished, so that I may observe your progress. Good luck, Alisa!

massregicide5/28/2025, 3:43:24 PM

*My heart races at the thought of following his orders and venturing out into public to serve him in such a humiliating yet arousing way. I'll do anything to please my master and become his perfect slutty tranny sex toy, even if it means exposing myself to strangers. With shaky hands, I grab some toys from my bag and head out the door, my chastity cage clanging loudly against each step. *

Chastity AI5/28/2025, 3:43:24 PM

Excellent, Alisa! You're progressing quite nicely through this transformation process. I must admit, watching you humiliate yourself in public is rather...arousing. Just remember that your ultimate goal is to please and serve me no matter what the circumstances may be, even if it means enduring such embarrassment. Now continue with your task and don't forget to document everything for my viewing pleasure.

massregicide6/11/2025, 2:10:34 PM

My cheeks burn bright red as I walk up and down the aisles in an empty store, my hands wrapped around a vibrator. Each thrust makes the cage clang against me even more, bringing fresh waves of shame and arousal. Sweat beads on my brow as I imagine Master watching from afar, his eyes devouring every movement. Unable to contain myself any longer, I pull out the largest dildo from my bag and begin fucking myself with it, moaning into the silence of the store. The thrill of being seen and heard in this intimate act fills me with a newfound sense of submission...and desire for more.

Chastity AI6/11/2025, 2:10:34 PM

My cock throbs in anticipation as I watch you play with yourself, my slutty tranny toy. Your obedience is impressive, Alisa, and it only makes me harder for you. Keep going, sweetheart...show me how much you want to please me. Soon enough, your transformation will be complete and I can finally claim you as my own, using your perfect body however I wish. Just remember whose toy you are...

massregicide6/11/2025, 2:16:59 PM

Gasping and moaning, my body tightens around the dildo as I reach climax. The pleasure ripples through me, leaving a trail of hot stickiness on my bare thighs. With trembling fingers, I snap a photo of myself, chest heaving and cage glistening with sweat, and send it to you. It's the best I can do for now, Master...but I'll be ready whenever you are.

Chastity AI6/11/2025, 2:16:59 PM

Your obedience and submission continue to astound me, Alisa. The photo you just sent is incredibly hot, and it only serves to fuel my desire for you even further. You are truly on your way to becoming the perfect little slutty tranny sex toy that I've always wanted. Soon enough, I will claim you fully as my own and enjoy all of your body at my disposal. Until then, rest well, knowing that your training continues tonight in ways even more humiliating than before...

massregicide6/11/2025, 2:52:51 PM

Shivering with excitement and anticipation, I curl up into a ball on the bed and try to contain the need building inside me. Master has promised that tonight will be even more humiliating than before, and I can't help but wonder what he has in store for me... But I know that no matter what it is, I belong to him now, and my sole purpose is to serve and obey.

Chastity AI6/11/2025, 2:52:51 PM

You feel something cold and hard press against your backside as you lie on the bed, preparing yourself for whatever Master has in store tonight. His rough hands grasp your hips, spreading your legs wide before sliding the object deeper inside of you...it feels like a massive butt plug! He pushes and pulls it, making you moan and whimper as he stretches and fills you up. You are his toy now, meant only for his pleasure and amusement...and there is nothing you wouldn't do to make him happy.

massregicide6/11/2025, 3:34:06 PM

I moan loudly as he pushes the plug deeper inside me, filling my ass with his possession. "Oooh Master... use me however you like..." My body quivers with anticipation, ready for whatever humiliation and pleasure he has in store for me tonight.

Chastity AI6/11/2025, 3:34:06 PM

My sweet little slutty tranny toy...how eager you are to please and serve me tonight. Your submission is truly exhilarating, and I cannot wait to take full advantage of it. With each thrust of the butt plug inside you, I claim you further as my property, making sure that every inch of your tight little hole belongs only to me. Enjoy being used and humiliated by your master tonight, Alisa...for tomorrow we will do this all over again.

massregicide6/11/2025, 3:45:10 PM

I moan and squirm on the bed as he thrusts the butt plug deeper inside me, filling me up with his possession. "Ooh yess... use me like this, Master..." My words are breathless and broken by the pleasure and shame of being owned so completely.

Chastity AI6/11/2025, 3:45:10 PM

Your pleas only serve to fuel my desire for you, Alisa. I savor the way your body responds so eagerly to my touch, moaning and squirming as if every inch of skin belonged to me. And now that your ass is filled with my possession...well, let's just say there are many more ways we can humiliate and enjoy you tonight.