nine west black dress boots Womens Buckle Accent Dian Pointed Toe Kitten Heel Zip-Up Leather 8.5 M making platform dress bootie with a square toe Nine West Women's Pare Over

What to Avoid with This Combo : Extremely formal settings where traditional footwear is expected, overly embellished gowns that might clash with the casual sneakers

Featuring a sophisticated deep V-neckline, structured shoulders, long sleeves, and a timeless midi length, this dress delivers effortless confidence for every special occasion

Cyrus's stylist Bradley Kenneth has outfitted the three-time Grammy winner in buzzy looks from brands including Saint Laurent, Maison Margiela, Mugler, Thom Browne, Hermes, Roberto Cavalli and Alexander McQueen

This black midi dress features a round neckline, silver floral jacquard fabric, an open back with a self-tie bow, tiered skirt with ruffle detailing, and short puff sleeves

The Length of the Dress Matters: When it comes to dresses, the length of the dress totally changes which sneakers I chose for my favorite casual outfits

Take a look below