Who: Lizzy Caplan
Where: Outside “Jimmy Kimmel Live” in Los Angeles.
When: Tuesday, June 23rd
What: A gingham Lela Rose Fall 2015 dress, black sunglasses, and Birkenstock-style sandals.
Why: With a long hemline and a dark red lip, Caplan proves summer’s most controversial shoe can be chic—albeit not necessarily ideal for every social situation.
Hailee Steinfeld. Photo by Getty Images courtesy John Paul Ataker.
Miley Cyrus in Prada. Photo by Marion Curtis for Netflix
Lupita Nyong’o. Photo by Getty Images.
Julianne Moore in Saint Laurent. Courtesy of the brand.
Kylie Jenner in Balmain. Photo by Mike Windle/Getty Images for GQ Magazine
Solange Knowles. Photo by Getty Images.
Emily Ratajkowski in A.L.C. Photo by Chris Weeks/Getty Images for IWC Schaffhausen
Adele in Burberry. Photo by Gardiner Anderson/Bauer-Griffin/GC Images
Kate Bosworth in Erdem. Photo by Mike Marsland, courtesy of the British Fashion Council.
Gugu Mbatha-Raw in Burberry. Courtesy of the brand.
Chloe Moretz in Saint Laurent. Courtesy of the designer.
Rihanna in Kurt Geiger. Courtesy photo.
FKA Twigs in Calvin Klein Collection. Photo by Mike Marsland, courtesy of the British Fashion Council.
Zendaya in Emanuel Ungaro. Photo by Getty Images.
Nicole Richie. Photo by Stefanie Keenan/Getty Images for Barneys New York
Solange Knowles in Milly. Photo by John Sciulli/Getty Images for Louis XIII
Jennifer Lawrence in Schiaparelli Haute Couture. Courtesy photo.
Lily James in Isa Arfen. Photo courtesy of Moda Operandi.
Margot. Photo by BFA.com.
Kim Kardashian in Givenchy. Courtesy of Getty/Gucci
Karlie Kloss in Mugler. Photo by BFA.
Léa Seydoux in Prada and Chopard. Photo by ChinaFotoPress/ChinaFotoPress via Getty Images
Ashley Benson in Nicole Miller. Photo by John Salangsang/BFA.com
Jennifer Connelly in Louis Vuitton. Photo by Dave Allocca/Starpix
Selena Gomez in Ungaro.
Photo by Michael Loccisano/Getty Images for Victoria’s Secret
Caitlyn Jenner in Moschino by Jeremy Scott. Photo by Getty Images
Miranda Kerr in Calvin Klein Collection. Photo by Getty Images
Cate Blanchett. Photo courtesy Schiaparelli.
Rihanna in Dior. Photo by Bertrand Rindoff Petroff/Le Segretain/Getty Images.
Vanessa Traina in Calvin Klein. Photo by Stefanie Keenan/Getty Images for The Apartment By The Line