As long as you look like your picture and haven't misrepresented any part of yourself I'm pretty easy going. But something short so if it's painful for either of us it won't take up hours we'll never get bank.. Lol..
Go for a ride hit a bar grab a beer an shoot the shit
If its snowing well then we will just be stuck driving but can jam to some tunes and just cruze around.
I would want to meet at a nice country bar or blues place, have a couple drinks, talk and get acquainted and if we're both feeling good about each other, a short night ride on a loud Harley.
Meet for drinks and conversation and see where it goes. First impressions are pretty good sign if you you want to move to a 2nd date or grab a bite to eat.