Best Bet: J.Crew Cleo Fabric Loafers

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With navy and white horizontal stripes, these fabric loafers are the perfect slip-ons for the day-to-day shuffle or simply strolling through the park. Wear them with faded washed denim and a simple tee — or dress them up with a blazer for a relaxed look that pops.

J.Crew Cleo Fabric Loafers, $160 at J.Crew.