When you find pants you like, invest in a few pairs (ideally a slim cut). They'll become your go-tos for work and beyond. Get a versatile pair of dark denim, a lighter-colored chino (works at the office or on the golf course), and a five-pocket cotton pant in a neutral, military tone. [Raleigh Denim Original Raw Jones Thin Drill Raw, $285; raleighworkshop.com]
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