bold-colored plaid on black shirt, un-layered pale t-shirts of any color, acid-washed/light denim shirt (preferably long-sleeves & rolled up, and not buttoned up all the way b/c to me that never looks nice with denim shirts)
why carry it when you can ride it
1. some roads/paths may be too rough
2. too many ledges or big cracks and you can't ollie repeatedly or at all
3. supporting leg is tired af but you don't know how to ride opposite-stanced