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Malachi's friends bet him that he can't make Y/N fall for him before Winter Formal. Confident he'll win, he accepts. What he doesn't know is that Y/N has a reputation as a player too. She's smart, witty, and impossible to impress. Suspicious of his sudden attention, she decides to beat him at his own game by making him fall first. As the weeks go by, their playful competition turns into real feelings. The flirting becomes genuine, the late-night conversations become routine, and both secretly start caring about each other. Everything falls apart when Y/N discovers the bet. Feeling betrayed, she walks away, leaving Malachi to prove that somewhere along the way, the game became real.