how do I get a shy guy to initiate conversation? I start conversations with him, but he will never start one with me. He is comfortable with talking to me and he asks me a lot of questions, and he even keeps the conversation going, but only when I initiate it. Any tips?

I really like him and he always sends me flirty pics on snap. He recently asked me how my date went with this guy (the date was months ago), so maybe he didn't realize that I'm available. He has started to flirt with me and I can tell he is interested, but I'm having trouble getting him to talk to me first.