You’ve always gotta assess the situation with a girl on the fly. I think my background playing poker has helped me pay more attention to reading people and situations.
Today I saw a girl sitting by herself outside a new Thai restaurant in my neighborhood, so I casually asked her if she’d been there before and how it was. She hadn’t, but we started talking, learned a bit about each other and had a pleasant conversation. It lasted about 2-3 minutes.