Most Helpful Girl
Step 1: be hot. Have a Ferrari be 6'4" and have a high paying job. just kidding hahaha
Actually, approach her like you would to a friend. Don't appear too drowned in lust or something lol. Don't stare too much at some areas. Ehem ehem. Just be cool and be nice! Be funny too we love it
Most Helpful Guy
Go to the bar with good friends. It is good if she can see that you have friends. If you also have female friends with you, that is great. Stuff like that is called social proof, it tells her you're (probably) not a psycho.
You need to remember everything you bring to the table. You probably have a lot of great "features".
And then you just have to risk rejection. At the end of the day, that is the name of the game. It's not really about looking cool. It's about doing it even though you don't feel cool.