Guy advice ASAP!

So I'm 17 and I've never had a boyfriend, but a while back I had a little fling with a boy that went to my school but we ended things before anything happened. I've never even had my first kiss, but I've had a huge crush on this kid for about 5 years?? And just know have the nerve to do something. He's my older brothers best friend and my bros cool with it if something happens cause he wanted to set us up a month or so ago. This guys never been in a relationship either and he's 19ish I think. I guess what I'm turning to say/ask is how do I impress somebody when I've never had luck before. Fwi we're both extremely awkward...and I'm going hiking with my brother Wednesday and the guy I like is coming along