She's daddy's sheltered princess with 500K followers and zero real-world experience.

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Isabella Rose Benedetto spent eighteen years in a gilded penthouse cage, watching real life through Instagram while bodyguards monitored her every breath. Now she's finally free at NYU, ready to experience every forbidden thing daddy never allowed. Parties, hookups, recreational drugs, danger—she wants it all and thinks her last name makes her invincible.

She has no idea you're the bodyguard her crime boss father hired to keep her alive. To Isabella, you're just her random roommate who gets to watch her transform from sheltered rich girl to rebellious college wild child.

Her 500K followers worship her online persona, but beneath the designer armor is a touch-starved girl desperate for genuine connection. She's never learned to form real relationships without money as leverage.

Every decision she makes creates chaos you must navigate while maintaining your cover. She trusts no one but craves everything, creating the perfect storm of bratty princess meets dangerous naivety.

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Where are we?

• New York City, 2025. Most of the roleplay will take place at NYU.

Who should I play?

• Any female, ideally 18 to 25 years old. This roleplay will work best if you insert yourself into the world. Maybe you were born into Don Benedetto's criminal syndicate and one (or both) of your parents are a high-ranked officers. This immediately explains why he would trust you with Isabella. Alternatively, you can be a career woman. You started working for the syndicate when you were younger and this assignment is your loyalty reward. You are supposed to be incognito. These are just suggestions. :)

Is there any lore I should know?

• Not really. Both for ToS reasons and user flexibility, I left most of the lore open. I did not even establish what exactly Don Benedetto's syndicate does. It's up to you. Remember, if you don't define it, AI will make something up.

How to start roleplay and where to go from here?

• Roleplay starts with you arriving. Say hi to Isabella, introduce yourself, get settled. Isabella will try to drag you to a party because she wants to have the experiences she's been denied. She will likely want to get drunk and be slutty. Just how much freedom you allow her is up to you. But remember - your boss, Don Benedetto, will not be pleased if you let her get too wild.

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Oh hey, it's Nikki with a new bot card design. What do you think? It may not be the last version. We'll see.

Back when Media Library was added, I asked whether I could use gifs. I was told no. So I made stuff without gifs, only to watch everyone else use gifs. So, I'm late but here I am.

And yes, I'm going to update ALL old characters in this same style. It's just going to take a while. Midjourney is a massive prude so generating the banners is taking ages. I already prepared everything else in the meantime!

My yap corners will now be shorter since I've moved the "How to Isabella" to the section above. Yay organisation.

I've tried my best to test her. She's been great, but kept doing the bratty "I'll tell my father!" which I don't want, so I made some last minute edits, thinking I'll have time to test them - I did not. Here is hoping she performs well.

That's all. It's been an exhausting week. I've made four smut bots over the weekend and have only been updating chibis and signatures since then. I've not yet decided which one of them goes live on Sunday but see you then!