You gotta go for the kiss.
If you attempt it and it comes out awkward, whatever, screw it. you tried. if she likes you, she won’t care.
If you attempt it and comes out beautifully done, great awesome! you did it!
Regardless, if you’re feeling it, go for the kiss on the first or second date.
It will take you from being seen as a friend to now being seen as a romantic and sexual option.
And that’s ultimately the goal to being in a relationship right?