Whether in summer or fall, this chic yet relaxed flat-shoe trend consistently pairs well with jeans.
Isn't it wonderful when you invest in a shoe trend for a single season, only to discover you can wear it again later? It helps save both money and space in your closet. Additionally, it gives you the feeling of being a true fashion insider—someone who is aware of upcoming trends. This applies to a summer shoe trend that will carry into fall: flip-flops. This flat-shoe style was a summer favorite, seen on celebrities and fashion influencers in NYC, Copenhagen, L.A., Paris, and London, paired with everything from denim to minidresses and midi skirts. As the temperature drops and fall arrives, this stylish yet casual shoe remains popular. However, instead of pairing with skin-baring dresses and skirts, flip-flops are now being matched with jeans—whether they be straight-leg, wide-leg, barrel-leg, or your preferred style.
(Image credit: Backgrid)Jennifer Aniston recently showcased this trend. Over the weekend, while going out to dinner with her boyfriend, Jim Curtis, in NYC, she was seen in light-wash straight-leg jeans and black Tkees flip-flops. Her top consisted of a white T-shirt and a short beige jacket. Although her outfit was simple, it maintained a timeless and sophisticated look thanks to well-chosen wardrobe staples. With that in mind, keep scrolling to find Aniston's sandals and chic jeans to pair with them.
Shop Aniston's Flip-Flops
Shop Straight-Leg Jeans and Flip-Flops
Levi's 501 Original Fit Women's Jeans
If you see stylish women in "perfect" jeans this fall, they are likely from Levi's.
TKEES The Boyfriend Leather Flip Flop
These have a slightly wider thong shape than the original version.
Madewell The Longline Straight Jeans
Every fashion editor at Who What Wear already has these in their collection.
Reformation Jessie Thong Sandals
These are versatile enough to take you from the beach to the streets.
Citizens of Humanity Petite Palma Straight Jeans
While I usually shy away from frayed-hem jeans for looking messy, this pair appears clean and polished.
Nili Lotan x Tkees Leather Flip Flop
If you admire Aniston's flip-flops but desire something a bit more sophisticated, consider the Nili Lotan x Tkees style.
J.Crew Nipped Straight Jean
Expect to see dark-wash denim everywhere in fall 2025.
Jeffrey Campbell Kierra Slippers
The crocodile effect gives these an expensive look.
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Whether in summer or fall, this chic yet relaxed flat-shoe trend consistently pairs well with jeans.
As worn by Jennifer Aniston.