Okay well it all depends
Personally I've been picking up on how Kevin Pereira from AOTS dresses.
And I'm sure you most of you know who he is already.
Here's some pictures of him.
But that's just me.
Really you can go with any style you want, copy a celeb, or MAKE YOUR OWN! Just remember to be congruent with it.
Try matching colors together and stuff too. If you're wearing a real bright saturated shirt, even it out with a dull color pants or something(basic color shceming).
From Pickuppodcast.com they said something about getting at least 1 really nice pair of jeans. Like Diesel or True Religion have good jeans(250$). But just lately I've found out that there's other companies that are stepping up their style and I think they're just as good as the realllyyy expensive kind. Like the new Levie Strauss jeans, they have some cool styles.(strauss, how ironic...LOL)
Or if you have some friend that is a girl that is very stylish talk to them. They LOVE shopping and will go with you to help you get cool cloths.
Has far as accessories go, it depends on the other things your wearing.
Go a head and get rings, cool sunglasses, necklaces, wristbands, watches.