Curate, connect, and discover
How do you think norton and a shy s/o would become friends in the first place? Or start talking in general? (if this counts as a request ignore me pls🙏)
I think it would partially depend on what the setting is! Ironically, I think a modern Norton would be the hardest to get close to. He's a loner, defensive and self-reliant. There's much less reason for any kind of forced cooperation.
In the manor setting I use, a certain level of cooperation and understanding between survivors is necessary. You HAVE to understand each other's communication styles. It helps that Norton's introverted ness gives him perspective into what other people see as "shy." Like he gets not wanting to talk, and that makes it easier for him to say "alright let's get this over with" and approach you to build a base-line rapport. And after that it just builds slowly! There are plenty of opportunities when you're stuck in timeless not-hell.
In a modern setting, you'd have to either work together or have some REALLY specific, like rom-com level divide intervention stuff going on. Work is similar to the manor, you HAVE to communicate and that forces him to get to know you. With the other one...idk I guess fate and soulmates exist LOL