Bud here is a trick. Instead of trying to read social context, just explicitly ask. Asking "Hey, I think you're pretty/cute/other non-threatening compliment and I'd like to be a little flirty, does that appeal?" And then negotiating how they want to be flirted with-or the same format for every other sexual interaction-

Is a million times sexier than being able to pick up social cues, because it is demonstrating "this is how I would treat you in other contexts"(eyebrow waggle)

I find that a lot of "default" dating practices rely on assuming people can just read prospective partners minds. No one can do that, unless they're really close, so don't try. It is an unreasonable standard.

I might be biased though. I'm gay but a guy tried this on me and it was the first time I was flattered by a dude, and we became friends afterward.