For the Guys—The Panama Hat

Channel your inner Gatsby for this one. The Panama hat is the more sophisticated friend of the fedora (and by “more sophisticated,” think “less sketchy.” The bill still stands up, but at the front of the hat, it’s level and proportionate on both sides. This one’s in a sort of wool blend, but they come in all sorts: cowhide, suede, even herringbone. It’s a hat you’ll have forever, and one that’s lasted through decades of style transformation. (Panama hat, $28 at Absolute Vintage)

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For the Gals—La Mer watch

The common watch style for women is somewhat faulty: huge faces, rhinestones, gawdy links. Sure, watches that fit those characteristics stand out, but not in the best way. The key to finding a standout watch is with its shape. That’s where the La Mer watch comes in. With a small face and thin strap, especially in black faux crocodile, the defining shape truly makes it pop. (La Mer watch, $68 at Swank)