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Lilac Ball Gown Sweetheart Prom Dress, Gorgeous Party Dress with Lace Appliques KPP0534

The second outfit features a new silhouette, too: the leather jacket paired with a wide leg crop pant

Chapman Veronica corset ruffle side-slit dress, $575, and Blossom Veils embellished gloves, $175, both at Anthropologie (Rittenhouse)

Peacoat, overcoat, chesterfield, and a trench coat are stylish and functional options

A cushioned insole and welted sole provide the support and durability Red Wing is known for, making this equally at home on the ranch, in the workshop, or paired with dark denim for weekend wear across Texas

Too childish: overly frilly dresses, huge bows, costume-like tulle, or prints that feel little-kid instead of teen