Johnston & Murphy Pannell Tassel Leather Loafers ($100 @ Amazon.com)
A little retro, a little conservative, and completely fail-safe — these penny loafers from trusted menswear brand Johnston & Murphy are a great slip-on option for slacks and sports coats. Also, for the really adventurous prep who likes flirting with the line that separates “Classy” from “Complete Tool” shorts. They pair well with tailored denim, too. Pennies not advised, required, or tolerated.
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