I bought a cool nylon/teflon/rayon jacket from BR today. It was $30 discounted from $100. It is thin so could probably be worn starting around September or so in the evening and is quite fitted. Probably don't want to wear much more than a T-shirt/polo/thin sweater under it, but you don't need much more than that here in SoCal except in extreme occasions or unless you're going skiing or something. I agree with the boot suggestions. I picked up a pair of dark brown Prada chelsea boots a few days ago, and a pair of black distressed lambskin Varvatos boots as well. I have another pretty cool pair of Prada boots, kinda similar to America's cup but with some brown suede, along with grey nylon and a velcro strap, they're quite funky and look really good with jeans, got them last year from Bluefly. I might wear cotton blazers more in the fall as well, I have a couple pretty cool ones in grey and charcoal. The grey one is more fitted and would be more of a going out piece, from Theory, and the charcoal one is more of an outerwear piece, three button with gunmetal colored metal buttons from Varvatos.