Should i keep my guard up

So I’m feeling funny vibes from this guy from school he used to hate me .when I liked him last year but now he wants to be like besties🤔 .but then again he ask deep question and like New Year’s Day he asked to hangout like wtf remember he hated me.Hit me type hate I’m a guarded person naturally I don’t like getting attached then getting hurt I hate hate hate that. I’m loving when we’re super close that’s my personality so if someone stops being my friend I get hurt.Do you think it’s a PRANk? Then again am I paranoid ?