Hey! I'd definitely be up for something with them. I don't know how vocal Scarlett is about her intentions. Right now, she's probably only told a couple of people, so if she's particularly close to them (which would actually be kind of cute, them running about as a trio if he wants to watch out for Kasey and making a mess XD ) she may decide it's time to let them know.
Also, once things start to get worse at Ilvermorny (since right now food and lights are all messed up), her father is probably going to get involved (one of Eli's characters and an awful Death Eater at that), they might decide it isn't really worth hanging with her. Or they could use it to their advantage. Whatever strikes your fancy when that comes up.
Equally, I was reading his Ilvermorny History section and it might be kind of interesting for Scarlett to develop some sort of crush on him, and Kasey figure it out first maybe? Because if he's so focused on his sister he might not notice.