Hi Squeaky! Thank you, it is quite the transition from multiplayer bullet hell, or my wizard's tight battlefield control, but so far it is great!
From what I have read about George, Blaise seems unlikely to meet him at the moment as he doesn't reach out himself much, but if they meet, it seems like they could talk about some things.
Jessica sounds great, but the odds of Blaise meeting her seem slim. having said that, Blaise does like loud arguments, but he doesn't drink, so that might be a fun encounter!
From what I read about Fleur, Blaise probably would have been friends with her in school if he had not gone to Hogwarts. Aside from some common pleasantries, though, they did not interact during the tournament.