T shirt
Levi's 511 rolled up
Vans
EAI Knit Gloves (pure sex)
(if it gets cold, a hoodie)

But I'm moving to Amsterdam at the end of January, so I need to buy some **** to keep me warm and dry. Maybe those cool arm and leg warmers I see people sporting. I'll keep an eye on this thread...

Edit* As to why? It's what I wear when I do everything. Plus it feels good to blow past 45 year old millionaires on their Ti bikes on the uphills in the Headlands while they are wearing their $500 outfits.