Ok here's for mine
Waluigi: He's the type of guy you can talk about the weirdest subjects with without feeling judged. The down side to this is that he's highly irritable and you both have passionate opinions so every conversation will end in you two fighting for hours throwing the meanest insults you can think of. The up side he'd enjoy it as much as you will and he's entertaining. Another bad side is that he's extremely creepy and just a generally unsettling person all your friends tell you to stay away from and it ends up starting to get to you, too.
He's the guy you'd love to hate and talk about but can't get enough from.
Daisy: She'd be pretty competitive and be the the best friend to go out with. Plus, she'd be optimistic and extremely cheery and can handle a little rough talking unlike the rest of her peers. On the bad side she can get wearing out especially if you feel like you're in a lazy mood. She would be a lit of fire under my ass to get things done!
Rosalina: Introspective, intelligent, would give good advice and advise me to make the best of myself. We'd have long political discussions and share what documentary we watched the day before with each other. She seems like the type to get hurt or pushed away fast if you say something too harsh so you have to be careful with your wording. Fortunately,she's extremely intuitive and kind.
Boo: ? I just picked him randomly. Not much to say about him. Other than he's a creep and I LOVE creeps (see Waluigi).
Wario: Wario's extremely hilarious and funny , but he'd probably be a crap friend. This is the kind of guy you keep at an arm's distance (emotionally, too). You can banter with him but don't get too personal or else he'd get annoyed. Or if your banter is so weak he'll get irritated with you and laugh you off. If you talk to him too much and try to get close he'd basically tell you to screw off and start to ignore you after a while, except Waluigi, who would probably tell you to screw off but keep talking with you for hours.