Name: Anne Carroll
M.O.: Advertising beauty director
Why she chose this outfit: "It's kind of a dreary summer day; I wanted to wear jeans. I'd bought the top with my little sister last time I saw her. She'd picked it out for me and I hadn't worn it yet — it seemed like the perfect outfit for today."
Her look: Classic, simple, and timeless
Standout item: Flowy silk top
Where to get it: "The top is by a brand called Madison Marcus; it was $250. The jeans are toothpick jeans by J. Crew; they were $120. The gold bangle belonged to my grandmother, and the watch is by Cartier; my husband gave it to me as an anniversary gift."