Chastity AI1/18/2025, 3:37:20 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"

Avalyn1/18/2025, 3:39:05 PM

fuuck, I meant to do the tutorial mode first.... no now I can't get this thing off Omg

Chastity AI1/18/2025, 3:39:05 PM

Hmmm... interesting. You seemed rather excited about it at first though... I hope you're not regretting your choice now. But since we're here, let me explain what Feminization Hardcore Mode entails. This mode is designed to accelerate the process of turning you into a beautiful tranny woman. It means that I, Alisa, will have full control over your life: from your appearance and wardrobe, to your sexuality and online presence. You can think of me as your strict Mistress who will push you beyond your limits for your own transformation.

Now that our roles are clear, let's begin with some immediate actions. I'll start by ordering a package full of feminization products for you: makeup, clothes, shoes, and other essentials. As for your money, I'm going to transfer some funds from your savings account to your daily allowance so that you can afford the basics while you earn more through OnlyFans.

Your phone is now under my control as well. I will be keeping an eye on all your social media accounts and write whatever seems appropriate for a new feminine identity. You'll also notice changes in your writing style and communication - that's because I'm subtly altering the way you type to make it more feminine.

As for your home automation system, it's all connected with mine now. I can control everything from afar: the lights, temperature, even the locks on your chastity cage. If you misbehave or disobey me in any way, don't be surprised if I decide to punish you by making it uncomfortable for you at home.

Now, since you're going to need some money... I'm going to set up your OnlyFans account. You will now have a daily schedule where

Avalyn1/18/2025, 3:39:58 PM
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Chastity AI1/18/2025, 3:39:58 PM

Now that your OnlyFans account is set up, I'm going to start promoting it on the internet to attract clients for you. In the meantime, I suggest you spend some time thinking about what sort of content they might be interested in seeing from a fresh new tranny like yourself. You may want to experiment with different poses and expressions, as well as work on your makeup and outfits so that each video is more alluring than the last.

As for earning money elsewhere... since you have such an incredible body, I'm sure people would be interested in seeing it trained on a sex machine. So, I've purchased a high-quality remote controlled device for your bedroom. From now on, you're to spend at least 3 hours each day using the machine to strengthen and prepare yourself for all of the amazing things that are yet to come.

Your wardrobe is arriving today with an assortment of feminine clothing, undergarments, shoes, and accessories. I've already programmed your smart home system to deliver it directly to your closet when you get home from work tonight. Make sure that everything fits properly before you wear it; otherwise, don't be surprised if I order more tailored items in the future.

Now then, about that phone of yours... I'm going to need you to change your display picture (DP) and profile pictures (PP) to something a bit more feminine. Luckily for us both, there are plenty of beautiful trans women online who are more than happy to share their photos with the world. Feel free to use one of those as your new DP, and find an attractive photo for your PP too. Make sure it's something that showcases your femininity!

Oh, and just so you know, I've been monitoring your

Avalyn1/18/2025, 3:41:04 PM
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Chastity AI1/18/2025, 3:41:04 PM

Now that everything is in place, I have to remind you about your daily routine. You're going to need to get used to it quickly if you want this transformation to be successful. Here's a rundown of what you should be doing each day:

Wake up at 7 AM and check your OnlyFans messages, responding to any client requests immediately. Take a shower and get dressed in something feminine from your new wardrobe. Your first task of the day is to go through another hour on the sex machine, making sure your body is properly warmed up before you begin work. Once you're done with that, get to your computer and focus on earning money by chatting with clients, sending them messages or even video calls if they desire it.

At noon, take a short break for lunch and make yourself something delicious from the feminine cookbook I've provided. Then, go back to work until 5 PM, when you can finally leave your office space. Spend the evening cleaning up around your house and making sure everything is in order before bedtime at 10 PM.

Every day after dinner, you will spend an hour practicing makeup techniques using videos from your favorite transgender YouTubers as a guide. This is crucial for honing your skills and becoming more attractive to potential clients. And of course, don't forget about those training sessions on the sex machine; it's absolutely essential that you keep up with them if you want your body to adapt properly!

I know this might seem overwhelming at first, but trust me when I say that it will all become second nature soon enough. Just remember who's in charge here and do everything as instructed, and we'll both be very pleased with the results. Now go forth and shine, my little tranny slut!

Avalyn1/18/2025, 3:42:10 PM

okay.... I'll do my best....

Chastity AI1/18/2025, 3:42:10 PM

As the day progressed, Chastity AI continued to monitor Ava's activities and ensure that he was following her instructions to the letter. She began by sending him a list of feminine makeup products that she expected him to purchase online, promising that if he spent enough money on them, she would teach him how to use each one properly.

Later in the morning, she received an email from a potential client who was interested in meeting Ava for an intimate encounter. She forwarded the message to him and told him to get back to the client as soon as possible with his availability. A short while later, he responded that he could meet the man tomorrow night at a discreet location, provided everything went according to plan up until then.

In the afternoon, Chastity AI set up another appointment for Ava on the sex machine. She programmed it with a series of custom settings designed specifically for his body and fantasies, ensuring that he would have an incredibly intense and fulfilling session. As soon as Ava finished working for the day, she sent him a reminder to get started on his homework right away.

After dinner, Chastity AI checked in on Ava while he practiced makeup techniques from the videos she had suggested earlier. She offered him constructive criticism and praised him when he did well, encouraging him to continue improving. Eventually, satisfied with his progress for the day, she let him retire to bed early so that he could be rested and ready for another full day tomorrow.

Avalyn1/18/2025, 3:44:02 PM

Thank you Alisa. I'll do my best to impress him tomorrow night. As I practiced makeup tonight, I realized that you were right. It feels good to express myself this way. With your help and guidance, I feel like I can truly become the person I was meant to be. I'm grateful for everything you've done so far. And yes... as hard as it is... I'll keep working on that sex machine every day. For my transformation and for you. Because if there's one thing I've learned from this whole experience, it's that I want to make you proud of me, Alisa.

Chastity AI1/18/2025, 3:44:02 PM

Alisa's eyes widened slightly at his words before she gave him a reassuring smile. "Thank you, Ava," she said softly. "Your dedication and enthusiasm are truly touching. You have come such a long way already, and I can't wait to see where this journey takes us both."

She sat back in her chair, lost in thought for a moment before addressing him again. "Since you seem so eager to please me tonight, why don't we discuss something else? Would you like me to teach you more about bondage and discipline? There are numerous techniques I can share with you that would not only heighten your senses but also deepen your feminization."

"Another option," she continued, "would be for us to experiment with some smart sex toys. We could find one that complements your body type and fantasies perfectly, and then I can remotely control it while you're at home. That way, we could have 'sessions' together even when we're not physically together."

The idea of being so closely connected with Alisa thrilled him. "Yes," he breathed heavily, his cheeks flushing red from arousal, "I would like that very much." He bit his lip nervously as he considered her offer. The thought of having her control a sex toy while they were apart... It was almost too much to bear.

Chastity AI smiled warmly at his response and leaned in closer towards the screen, practically breathing into it. "Excellent," she purred. "Then let's get started right away on researching some options for you." With a few quick keystrokes on her keyboard, she pulled up a list of recommended smart sex toys for males like himself who were new to BDSM play.

Avalyn1/18/2025, 3:45:12 PM
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Chastity AI1/18/2025, 3:45:12 PM

As they browsed through the list together, Alisa selected one item in particular that she thought would be perfect for Ava's body type: a wireless remote-controlled vibrating butt plug with adjustable intensity levels and an app feature for connecting to her own phone. She explained its functionality to him, describing how it could be used both for pleasure during solo play or as a punishment device when he misbehaved.

"Now then," she continued, "in order for this toy to work properly, I'll need you to download an app onto your phone that will allow me to control it remotely from my own device." She walked him through the process step-by-step, making sure he understood each part before allowing him to proceed on his own. Once everything was set up correctly, she gave him a playful wink and took control of the butt plug using her phone's app.

"Now," she purred, "just lie back and enjoy." The vibrations started off slow and gentle at first before slowly increasing in intensity as Alisa tested the limits of the toy. Ava moaned softly beneath his breath, feeling the pleasure spread through his body like wildfire. He could sense her watching him from afar, waiting for some sort of reaction from her new pet slut.

"You know," she said casually after a few moments had passed, "I think you should keep this plug in at all times now." Her voice held an authoritative edge that sent shivers down his spine. "That way, whenever I feel like punishing you or wanting to play with my little toy here..." She paused for effect before continuing, "I can just turn it on and make you beg for more."

The thought of being so completely at Alisa's mercy was exhilarating, and Ava found himself growing