Dress by Alberta Ferretti, with Moschino strappy heels and a vintage bag.
Floral dress, slouchy jacket, and skinny belt—all vintage; with New Look lace-ups and a bright red H&M bag.
Yellow Rory Beca minidress, Stuart Weitzman open-toe heels, and Chanel clutch.
Tiered white dress by Charles Anastase, with an Unconditional cardigan and Azzedine Alaïa T-strap sandals.
Lace-trimmed dress and cropped jacket from Asos.com, with Biba gladiator sandals, an animal-print scarf from Accessories, and an Anya Hindmarch bag.
A crisp Uniqlo shirtdress with a vintage belt, Topshop buckled flat boots, and an H&M bag.
A cinched-waist vintage dress, with dusky blue Urban Outfitters shoes, and a flea-market bag.
Topshop starry dress over a white tee, Beyond Retro woven flats, Mulberry satchel.
Joseph long-sleeved tee, Diesel faded jean skirt, Zara fringe scarf, Dolce & Gabbana belt, bronze Miu Miu flats, and a purple Prada clutch.
Vibrant graphic-print dress from Macy's with a long-strap bag from H&M.
Cropped floral jacket by Pink Co. and black lace dress by Topshop, with Marc Jacobs sunglasses, Zara strappy sandals, and a classic Chanel purse.
Gap blazer, Nicole Farhi skirt, and Jigsaw espadrille wedges.
Floaty white dress by H&M, Caroll suede jacket, Sonia Rykiel bag, Mellow Yellow lace-up sandals, Tom Ford sunglasses, and a vintage necklace with an elephant pendant.
Folkloric vintage dress with BBase sunglasses and Zara gladiator sandals.
White strapless dress and skinny belt by BCBG Max Azria, along with Ray-Ban sunglasses and BCBG Max Azria sandals.
Vintage '80s color-block shift, DV by Dolce Vita high-heeled sandals.
Maje shirtdress with vintage bright blue heels and sunglasses, plus a menswear-ish hat from a London market.
Vintage red-and-black striped dress with Mango sunglasses and shoulder bag, plus a vintage belt, bright blue bracelet, and Mary Jane–inspired pumps.
Gap tank and cardigan, cuffed shorts from A.P.C., and classic Ray-Ban sunglasses.
Slim American Apparel tank, Johnson shorts, a vintage bag, Gap thong sandals, and a vintage Finnish pendant necklace.
Gray Forever 21 V-neck with tie-waist shorts by Club Monaco, a Michael Kors bag, and BCBG Max Azria aviators.
Vintage vest, rolled denim shorts, a lipstick-print scarf, and lace-up boots.
A glam floppy hat from a flea market, with a sunny bodysuit and belt from the '80s, vintage shorts, Pop Killer shades, and powder blue Keds.
A metallic striped Pinkyotto tank top with boyish Club Monaco shorts, vintage blue flats, and a long necklace from Diesel.
Striped shorts and ankle boots, both from Beacon's Closet, with a neon Fred Flare watch, vintage suspenders, and a Gap messenger-style bag.
White tee and khaki shorts by Urban Outfitters, with a trim black blazer by Patrizia Pepe, a Nicole Farhi bag, Ash platform wedges, and Ray-Ban sunglasses.
Vintage bird-print gray tee with Topshop denim shorts, Michael Kors sunglasses, peep-toe wedges by Christian Louboutin, and a beaded headband.
Plaid strapless top by Urban Outfitters, with J Brand skinny jeans, Fabien Baron sunglasses, Steve Madden moccasins, and an oversize Chanel carryall.
Vintage white camisole with paint-splattered Gap trousers, a vintage belt, and super-bright peep-toes from Italy.
American Apparel tank, Brooks Brothers button-down, Plain Gravy athletic-ish jacket, Balenciaga scarf, 3.1 Phillip Lim sandals, and vintage heart-shaped sunglasses.
Soft gray American Apparel tee with dark Topshop jeans and YSL heels, with a furry Isabel Marant vest and Lelya chain-strap bag.