Check out J.Crew's very own "style wingman" on what he has to say about mixing black and brown. Although the question refers to menswear...it's safe to say the same applies to womenswear also.
Can I wear black shoes with a brown suit? What are those rules?
There used to be a hard and fast rule that decreed "like with like" (there was another that said "black in the city, brown in the country"). But times have changed and the black and brown thing can definitely be done. That said, it can be done well and it can be done poorly—on the occasions when I've seen it look off, the guys seemed to have gotten dressed in the dark. If you want to wear black shoes with your brown suit, by all means go ahead—just make it completely clear that you're doing it intentionally. That means keeping your color story tight (stick to brown, black and white—that's it). And make sure that you absolutely stay away from colorful surprises like ties or pocket squares.
If you've got a question for Jack...email him at jack@jcrew.com
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