
As someone who has no experience as well as someone who knows dozens of guys like myself, it would probably be very easy because they’re almost certainly gonna enthusiastically say yes. Only problem (if you consider it a problem) is you’ll have to take the lead on a lot of things. Don’t overthink it, odds are you can’t mess it up.
I’m usually fine taking the lead but I’m super worried about boundaries here since we live together. I already of flirt kind of a lot. And I really want to be friends with him above all else. If I invite him somewhere just us, do you think he’d pick up on that? (You can go from your experience). He has female friends so idk