You need only three suits – and they should all be slim and two-button: a pinstripe (for anytime you want to feel like the boss), a light dove gray (for weddings and the like), and a navy suit that works for everything in between. Jackets are cut shorter these days – they should be no longer than the base of your crotch – and can double as sport coats. You'll come to appreciate the tidier look. "Fractions of an inch make a substantial difference," says Aaron Levine, head men's designer for Club Monaco. "A slightly shorter jacket is the difference between looking totally modern and looking dated." [Trim Fit Navy Check Twill Wool Suit by Ermenegildo Zegna, $1,295; nordstrom.com]
Credit: Photograph by Greg Broom
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