A Black Amex, Flip-Flops, and This "Dated" Pant Trend—Meet Mary-Kate Olsen's Hamptons-Summer Uniform
The Hamptons season has officially started. This means that by 2 PM every Friday, New Yorkers begin heading "out East”—to the land of Round Swamp Farm, vibrant hydrangeas, and $75 workout sessions. Leading the fashion scene is Mary-Kate Olsen.
This week, the Bridgehampton resident and co-founder of The Row was seen clutching a brown paper bag and an Amex black card on a grocery run. While Olsen, who’s built her career on her chic style, made the bodega bag look cool, it was her outfit that caught our eye: Free City sweatpants and flip-flops.
On Mary-Kate Olsen: FREECITY Sweatpants ($168); The Row sandals
On anyone else, this combination might seem like a relic from 2006. On Olsen, it was a masterclass in understated luxury combined with nostalgic normcore. She kept her usual loose silhouettes, pairing the sweats with an oversize tee. But the real detail? Those sweatpants weren’t just a random throwback; they were an intentional choice. Free City sweats are actually sold at The Row’s boutiques. In other words, these sweats are less of a “dated” item and more of a wardrobe staple that has the highest badge of honor—Olsen approval.
Then there were the flip-flops. Once confined to pool decks and pedicure chairs, the humble thong sandal has become summer’s most popular footwear trend. On Olsen, paired with loungewear and a nonchalant attitude, it created a look that whispered, “I summer in the Hamptons, but I couldn’t care less if you notice." Feeling inspired to replicate her stylish yet laid-back look this summer? Keep scrolling to shop the best Free City sweatpants and flip-flops.
My go-to black flip-flops. I wore them all over the Hamptons this past weekend.
Style with a white tee, black sandals, and a raffia tote bag.
I'm 90% certain this is the style Mary-Kate was wearing.
The pop of green against the dark pants is so fun.
Reformation
Jessie Thong Sandals
Fashion people on Instagram live in these sandals.
These with a white button-down shirt would look unexpected but cute.
Chocolate brown leather flip-flops will make any sweatpants look expensive.
This colorway is so pretty.
J.Crew
Wide Thong Sandals
Senior Fashion Editor Eliza Huber owns these in white and always talks about how comfortable they are.
