while getting chicks with a nice car might be kind of fun, they aren't usually the ones you want. Anyway, how is that a challenge?
What I used to do is take girls out in my 1990 civic sedan that has no hood and is spraypainted black with the previous yellow house-paint paintjob chipping through, along with mismatched rims and usually no muffler. It's what I like to call the "materialism test." If a girl will still go out with you after you take her out in that, odds are she is pretty damn cool. lol.
And if you find a girl that thinks a rusty, dented, white g-body with 275s on the back is sexy, then you've found yourself a keeper.