A classic crewneck in a fuzzy angora blend is a must. Some jeans, some boots, and you're done. Alexa Chung for Madewell sweater (above), $73.50 at Madewell.com.

I know this March by Marc Jacobs dress is very expensive. But it's perfect: the color goes with almost anything, and it will never go out of style. You could wear it one day a week from September through March for the rest of your life. It's $498 at Shopbop.com.


It's the perennial debate when buying boots: black or brown? These brown ankle boots lend some urban bohemian chic to an ensemble that black just can't match. The "Rhinelander" bootie by OTBT is $159.95 at Nordstrom.com.
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Brown, always brown. This mortician look is for the dogs. Thanks for the sweater recommend: it's exactly what I've been looking for.