What are you playing?

Not knowing the proper order to talk to people in the bar is really pissing me off. I also wish I knew how much conversation with each character affects their relationship. Do you HAVE to talk until it goes from pink to grey or can you stop when you know they'll just uselessly repeat themselves? And does time pass when you listen to their pomegranatety after-thoughts?

edit: I'm just starting day 6 and oh my god this story. I hope it's not going where it seems to be (specifically the stuff that hates his dad has been saying) because I REALLY like Vincent and don't want to see it go down that path