Kaia Gerber's Unlikely Ballet Flats and Edgy Winter Jacket Trend Pairing Proves Opposites Attract

Kaia Gerber's Unlikely Ballet Flats and Edgy Winter Jacket Trend Pairing Proves Opposites Attract

Kaia Gerber joined her mom, Cindy Crawford for dinner, dressed in the unlikeliest of duos: ballet flats and a rising leather jacket trend for Winter 2026.

*Not* Blazers—The Anti-Trend Jacket Chic Women Over 50 Are Wearing With Skirts in Paris, L.A., and NYC

What's the most timeless jacket you can buy? Leather motorcycle jackets. For proof, see how over-50 celebs like Demi Moore, Cindy Crawford, and Amber Valletta style theirs.