puddle jumper

$79, gap.com

For starters, it's been cold and blustery in London. But I am loving it--and the intermittent rain. Running all over the city means practical, weather-proof footwear--something like this, with, major style to boot. I'd wear these guys (back in LA too) with...

1. Madewell striped shirt, $48, madewell.com 
2. River Island leopard blazer, $56, riverisland.com 
3. J. Crew leather satchel, $348, jcrew.com 
4. Gap suede boots, $79, gap.com 
5. Goldsign jeans, $240, netaporter.com