"Color is my passion. I'm surrounded by it," says the cosmetics executive, who fell in love with this ruffled floral wrap dress (Chadwick's, $60) and equally charming pink shoes (Guess by Marciano, $99). "My whole spring makeup line is about blues, so this print is very on-trend." Since looks are her business—Olivia co-founded Chantecaille Beauté with her mother, Sylvie, who created Prescriptives for Estée Lauder—she has acute style radar, and she thinks inexpensive clothes are much more fashion-savvy than they used to be ("I always pop into Zara because they're quick to get runway styles into the stores"). Another thrifty approach is to dig forgotten pieces out of her closet and "figure out how to wear them in a more modern way." Olivia is into jewelry ("Maybe I designed it in a past life?"), and she was smitten with these burnished pieces: a lock-shaped pendant necklace (Victoria's Secret, $38) and a big, flowery ring (Kenneth Jay Lane, $37).