sorry for the late response, but if she was sweet he would have taken to her pretty well. maybe they sat by each other on the first day of kindergarten and they were best friends since? they're the same age. like even though she was into popularity and maybe he wasn't a popular kid, they still looked out for each other and everything? though if you want a different route, i'm open to ideas.
as for roscoe, he's 23, adopted and has a bit of a problem with family dynamics. his adoptive parents are great but there's this element of just not knowing who he is or where he comes from that really grates him. he's gay, he's never come out but it's kind of unspoken. he can be very sarcastic and enjoys pushing buttons. roscoe is non-binary, and he's mostly male presenting but he doesn't identify as male. he's a barista and does crochet on the side to earn extra income, loves taking off on a whim for road trips or to explore in general. he loves nights out, drinking, dancing, doing whatever with friends.