black and white gingham dress Alex in 28 Waist Noa Gingham Dress, Black

The front cross Iris Midi Dress

If you dont already have brown boots in your closet, make sure you consider the different shades of brown that will work with your wardrobe, heel heights that will work with your lifestyle, shaft heights that will work with your bottoms, and materials (like leather, suede, etc.) that you prefer

Whether its a Valentino cutout floor-length gown or an Azzedine Alaa micro mini, Aniston has consistently reworked the look over the decades, mixing it up with different textures and silhouettes to keep it fresh

Credit: Courtesy of Brittany Mahomes/Instagram September 2024 Brittany kept it casual at the Chiefs season opener, wearing a pair of jeans tucked into a white T-shirt