The Monterey 5 Return For a New Season, Which Means a Lot More Outfits With Hidden Meaning

Madeline (played by Reese Witherspoon) brings her daughter Chloe to school in Dolce & Gabbana florals and poppy cardigans. Her bag collection, which includes the Givenchy Nightingale, is neutral but notable, a subtle advancement to some very colorful looks. Madeline belts her dresses, buttons her cardigans, and pulls knee-high boots over her jeans, straying on the preppy side. She is always put together, polished, and up to date, mostly because the people of Monterey expect her to be so. But every woman is hiding something, and when Madeline's clothes come off, her secrets are revealed — literally.