Select the right shirts. Basketball mesh jerseys, XL skateboard company and related company T-shirts. Polo or Hilfiger sweatshirts. Start with shoes. I-Path is the only way to go.
Any style is great.
Socks should be black and pulled up, or no socks at all. Choose the proper pants. They should be either baggy and loose over the shoes or slim-fitting and rolled up above the ankle. Select the right shirts. Shop for the plain old skater look.