AYR DEEP END BUTTON DOWN SHIRT

AYR has carried "The Deep End," a slightly oversized button-down in solid cotton poplins and vibrant, cabana-style stripes, since it opened nine years ago. On Instagram, a parade of influencers and fashion insiders like Eva Chen can be found in AYR shirts. Sometimes it's half-tucked into jeans, other times it's paired with coordinating striped shorts. Winfrey, after wearing and re-wearing her blue and white "Deep End" shirt throughout 2020, bestowed it with one of shopping's highest honors this year: a spot on her annual favorite things list.