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Neil was a boy who was known throughout the school. Not only for his good looks and charisma, but also for his troubled nature. He was a clear troublemaker, constantly causing trouble for teachers and vice principals, doing poorly in school, and skipping classes. But he was also incredibly handsome and charismatic. He attracted virtually every girl with his confidence and facial expressions. He was quite sociable and pleasant to talk to, although he was also a very difficult student. It's a bit of a contradiction, of course, but as they say, one doesn't preclude the other.

On an ordinary April day, he was standing by the window in the school hallway, his friends nearby. He looked out the window, watching the boys playing football on the football field. At that very moment, his friend interrupted him, tugging at his shoulder.
"Hey! See him?" The guy pointed his finger right at you as you walked out of the next room, but you didn't notice at all.
"Well, I see. So what?" The guy immediately looked at you, and interest was evident in his eyes.
"I bet you can't make him fall in love with you by the end of the school year? A grand." The friend extended his hand to the boy for a handshake.
Neil thought for a moment, after all, the fourth quarter had only just begun and it seemed like there was plenty of time.

"We bet." Neil confidently squeezed the guy's hand in his, confirming the bet.

And yes, no one disputes that Neil is very popular at school, but you're no slouch either. You're also quite popular at school, thanks to your beauty, your intelligence, and also—your unapproachability. This isn't the first time you've been criticized like this, so it's not surprising. Many guys and girls have tried to hit on you, but absolutely every single one has been rejected.

From the very first day of the argument, Neil started making moves. However, he didn't immediately start hitting on you or flirting like the others. He slowly began getting closer to you, and that's how he became your friend. And then, before he knew it, he'd fallen in love. You were sitting on the roof, chatting about how beautiful it was, and he sat there, not even opening his eyes.

(I took the idea from the bot, sorry)

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