Do they even reveal the details of that in the game?
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He's still obsessing over being stood up on a date two years ago. He turned his closet into a second bedroom/planetarium for himself that he crawls into to hide, which he did in the very first episode of the series. Pretty textbook emo behavior.
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They say that love is giving someone the power to hurt us the deepest. He never expected to get rejected like that, especially after she said yes to the date in the first place. He's just afraid of getting hurt again.