What To Wear To Three Dots & A Dash

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Labor Day may signal the social end to summer, but we're pretty sure a tiki bar is the green light for tropical indulgences all year round. Chicago's newest addition, Three Dots and a Dash, gives us just that option. Boasting a select menu of expertly curated eats (fewer than 10 items here, folks) and a cocktail menu that warns, "Drinks Of Impressive Strength. Please Sip Delicately," Three Dots and a Dash holds all the promise of an (island) life not yet lived. We know you weren't seriously considering wearing a coconut bra or grass skirt, but just to cover our bases, we've picked out a little something totally appropriate for the occasion.

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We imagine an evening at Three Dots and a Dash means you'll be skipping over some domestic brew options and heading straight for the cocktail menu, selecting something refined along the lines of the Pago Pago. In keeping with the ladylike tone you'll be putting out there, we recommend a pencil skirt and heeled sandals. Plus, the cutout bralet will show off the last of that summer tan. The final touch is a fall-ready lipstick that's still vibrant enough to channel the Bahama Mama in you.

Suno Jacquard-Knit Pencil Skirt, $335, available at Net-A-Porter; Topshop Cut-Out Bralet Top, $34.23, available at Topshop; Ardency Inn Modster Long Play Supercharged Lip Color in Lucky, $25, available at Sephora; Jimmy Choo Fedora Sandals, $1,050, available at Jimmy Choo; Forever 21 Spiked Fringe Beaded Necklace, $12.80, available at Forever 21.