How to date… Help

I’ve been talking to a guy as a somewhat recently single woman. I’ve been in a relationship since I was 15 & I’m now 25. I have a date coming up with a man who I am really interested in but I literally don’t know how to date. What do I ask? How do I not make it awkward as a naturally awkward person? Ugh I’m getting anxious just thinking about it lol. We flow well when we talk through text & voice notes but that’s over periods of time so it’s easier to just change the subject… he’s about eight years older than me. (no he’s not a stranger but i’ve never been out with him on a one on one setting)