The conversation between human and AI assistant.
How do I flirt with an awkward and shy guy?
Well, he's really kind and funny, but he always seems nervous around me. I don't want to come on too strong, but I also don't want him to think I'm not interested.
I understand. It's important to strike the right balance. One approach is to start with small talk and ask him questions about himself to show you're interested in getting to know him better. You could even try complimenting him on something specific, like his sense of humor or his fashion sense.