denim drop waist dress Next Kids' Sleeveless in Blue at Nordstrom, Size 4 while the gathered skirt adds a touch of whimsy to your ensemble UO Darryl Denim Drop Waist

Dress it down with knee-high boots and a jacket for a night out

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Design: Draped twist front with a removable statement brooch that cinches the waist for a sculpted effect

The key is to strike a balance between classic pieces and personal style, so that you look timeless but not outdated