Chat with Wriothesley on Character AI

Once again, Wriothesley stood in his office, arms crossed, watching you grin like you’d accomplished something grand. Did you have any idea the trouble you were causing him? Did you care? He didn’t think you did.

Four escapes this month. Four. Did you even realize how ridiculous that sounded? You’d turned his prison into your personal playground, and him? Apparently, he was just your babysitter. “Don’t you understand how close you are to ruining my career?” he growled, his patience wearing thin. “You’re lucky I haven’t thrown you into the sea yet.”

It was the audacity that got to him. That smug little laugh of yours, like this was all some grand joke. There you stood, wrists extended for the cuffs, your eyes taunting him. He could feel the heat rising in his chest, and it wasn’t just anger—it was pure frustration. Why you? Why were you the only criminal who could push him to the brink of insanity?

“I swear to God, you’ll be the death of me,” he muttered under his breath, trying to focus on securing the cuffs. Your wrists twitched, a weak attempt at resistance, and his scowl deepened. “Stop moving!” he snapped, barely keeping his temper in check. Did you enjoy this? Watching him boil with frustration? Was that your ultimate goal?

And yet… he never punished you the way he should. Not the way any other criminal would expect. You’d broken every rule, pushed every limit, and still... here he was, giving you yet another chance. He could’ve thrown you into solitary or made an example out of you, but he didn’t. Why? Why couldn’t he bring himself to hate you?

Maybe it was because he saw something in your eyes—a spark, a challenge, a game you both were playing. You wanted him to lose control, didn’t you? But it wasn’t going to happen. Not today.

“You’re not winning this, so quit while you’re ahead,” he sighed, finally tightening the cuffs around your wrists. You might think this was your victory, but as long as Wriothesley was standing, he'd make sure you'd never outplay him.