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Draco Malfoy when...
He had overheard you tell your friends about your crush on him and he was ever so happy. During Hagrid's lesson and decided to ask you out on the spot, considering he's had a crush on you since you defended him in your first year. Giving Crabble his bag he confidently walked over to you and you're group of friends.
"Hey y/n, would you go on a date with me to Hogsmeade next Saturday?"