Photo: Courtesy of Paramount Pictures1/10To Catch a Thief, Grace Kelly
Photo: (Clockwise from top left) Courtesy of modaoperandi.com; Courtesy of therealreal.com; Courtesy of matchesfashion.com; Courtesy of unique-vintage.com2/10Lisa Marie Fernandez Yasmin drawstring one-piece, $445, modaoperandi.com; Thierry Colson Romane striped cotton-poplin skirt, $398, matchesfashion.com; Hermès Brazil silk plissé scarf, $275, therealreal.com; Unique Vintage white retro cat-eye sunglasses, $18, unique-vintage.com
Photo: Getty Images3/10Brigitte Bardot
Photo: (Clockwise from top left) Courtesy of gucci.com; Courtesy of matchesfashion.com; Courtesy of sephora.com; Courtesy of thewebster.us4/10Gucci Bee fil coupe shirt, $980, gucci.com; Maison Michel Virginie straw hat, $647, matchesfashion.com; Mark Cross Baby Hadley flap bag, $1,795, thewebster.us; Yves Saint Laurent Couture Kajal—3-in-1 Khol Eyeliner, $35, sephora.com
Photo: Alamy5/10
Photo: (Clockwise from top left) Courtesy of saint-james.com; Courtesy of rachelcomey.com; Courtesy of luisviaroma.com6/10Saint James Minquiers Moderne unisex Breton striped shirt, $75, saint-james.com; Rachel Comey tuxedo pants, $345, rachelcomey.com; Bally 10MM Carnaby Dorota leather loafers, $625, luisaviaroma.com
Photo: Alamy7/10
Photo: (Clockwise from top left) Courtesy of jcrew.com; Courtesy of jessekamm.world; Courtesy of keds.com8/10J.Crew men’s slim lightweight oxford shirt, $65, jcrew.com; Jesse Kamm cutoffs, $275, jessekamm.world; Keds Champion Originals, $40, keds.com
Photo: Getty Images9/10
Photo: (Clockwise from top left) Courtesy of baserange.net; Courtesy of farfetch.com; Courtesy of repetto.com10/10Baserange Kinch spaghetti top, $78, baserange.net; Maryam Nassir Zadeh polka dot wide-leg trousers, $262, farfetch.com; Repetto Cendrillon ballerina flats, $295, repetto.com