What keeps the pairing feeling fresh? Options — and this season has plenty. Silver sneakers add a little shine to denim dresses and bubble-hem minis. Retro running shoes balance out crisp shirt dresses and puffed sleeves. Hiking sneakers give fluid slip dresses some bite, while ballet sneakers — soft but sporty — take the sugar out of coquette-coded looks.
Ahead, the sneaker-and-dress combos we’ll be wearing on repeat all season long.