6 Ways J.Lo, Cindy Crawford, and Other Celebs Make Flip-Flops Look Cool

Growing up in San Diego, there was no question that flip-flops were acceptable footwear even if you're nowhere near the beach. When I became a fashion editor, however, I realized that people have strong opinions about the humble flip-flop. Many people shun the shoes in favor of more chic styles like strappy sandals or mules. But when you've got a handful of stylish celebrities endorsing the style, there should be no doubt that flip-flops can look just as cool as any other shoe.
Jennifer Lopez, Rosie Huntington-Whiteley, and Ana de Armas were on the same page when it comes to styling flip-flops: They've all worn them with flowy white dresses for summer. Meanwhile, Vanessa Hudgens opted for a colorful crochet dress, Cindy Crawford went with a classic LBD, and Naomi Watts paired her flip-flops with wide-leg jeans. Scroll down to shop their outfits.
Vanessa Hudgens
On Vanessa Hudgens: Cult Gaia dress; Tkees flip-flops; Prada headband and sunglasses
Rosie Huntington-Whiteley
On Rosie Huntington-Whiteley: Toteme dress; Saint Laurent bag; Chanel shoes
Cindy Crawford
On Cindy Crawford: Dôen dress; Tkees flip-flops
Ana de Armas
On Ana de Armas: Farm Rio dress; Havaianas flip-flops; Gucci sunglasses; Cartier jewelry
Naomi Watts
On Naomi Watts: Tory Burch bag
Jennifer Lopez
On Jennifer Lopez: Dolce & Gabbana bag
Next: The Top 7 Summer Trends, According to J.Crew's TikTok-Viral Head Designer

Erin got her start as a Who What Wear intern in 2011—back when the site only published a single story per day. (We have since increased that number twentyfold.) She graduated magna cum laude from USC and lives in Los Angeles. In college, she also interned at Refinery29, where she was promoted to editorial assistant and then assistant editor. After nearly three years at R29, she came back to WWW in 2015, where she is now the Associate Director of Fashion News. From the Oscars to the Met Gala, she leads the site's entire red carpet coverage strategy. She specializes in celebrity and fashion news but also enjoys writing travel features and runway reports. She frequently contributes to WWW's social accounts and has a sizable following on her personal TikTok.
-
J.Lo Just Wore the Dated Shoe Trend That Magically Becomes Chic When Paired With White Jeans
Now I wish I hadn't donated my old pair.
-
In Istanbul, J.Lo Wore a Matching Set With the Shoe Color Trend That's Guaranteed to Make Outfits Look Rich
Money.
-
Not Mesh Flats, Not Suede Sneakers: The Elegant Shoe Trend Jackie O Would Wear With Wide-Leg Pants Instead
As seen on the set of American Love Story.
-
When Traveling to Europe, This Dress Trend and Heel Trend Will Ensure You Don't Look Out of Place
Take it from Jennifer Lopez in Poland.
-
At the Airport in Italy, J.Lo Ditched Wide-Leg Pants and Heels for These Elegant Skirt and Sandal Trends
Changing things up.
-
FYI: Fashion People in Spain Are Wearing This Elegant Pant Trend Instead of Wide-Leg Jeans
J.Lo approves.
-
The Most Controversial Anti-Skinny-Pant Trend of the Year Is About to Be Everywhere in the U.S.
Jennifer Lopez is the latest adopter.
-
Step Away From the Black Leggings—This Is the Low-Key Legging Color Trend You'll See Everywhere This Summer
Jennifer Lopez approves.