Kendall Wears Jeans And Flip-Flops In A Jennifer Aniston In 2008 Kind Of Way

There is a popular trend on TikTok wherein young women will upload outfit videos captioned with something like: “When people don’t get you’re wearing flip-flops in a minimalist luxury fashion kind of way and not in a lazy don’t own real shoes kind of way”, and, “When you wear your little black flip-flops in a Mary-Kate Olsen, Sex and the City, casual-chic way and not a dorm shower, lazy girl way.”

Image may contain Clothing Pants Jeans Accessories Belt Person Teen Footwear Shoe Car Transportation and Vehicle

Kendall Jenner in Los Angeles.

The rubber sandal has an unfortunate reputation among white-bread fashion fans. Isn’t that what people wear to take the bins out? Or to avoid picking up a verruca in public showers? But here’s the thing: there is no summer look more successful for a metropolitan woman than wearing jeans and a pair of flip flops in urban centres. It evokes freedom – a flip-flop is not so much a shoe as it is the absence of restriction – and it is a casual signalling that says, “I’m not overly concerned with looking polished and perfect and fashionable.”

Image may contain Sienna Miller Clothing Pants Jeans Accessories Bag Handbag Adult Person Footwear and Sandal

Sienna Miller in London, 2008. Jack

Image may contain Jennifer Aniston Clothing Pants Jeans Accessories Bag Handbag Fashion Adult Person and Footwear

Jennifer Aniston in New York in 1998. Sam Levi

Take, for example, Zoë Kravitz, who earlier this week wore some £630 flip flops from The Row with a ribbed vest and wide-legged jeans. Or Kendall Jenner, who was yesterday afternoon photographed in a cropped tee, straight-leg denim and £860 leather thong sandals – also from The Row – while strolling through Los Angeles. I’d imagine they wore those shoes not in a “university halls when the fire alarm goes off” kind of way, but in a “1990s sun-kissed Jennifer Aniston, Carolyn Bessette-Kennedy” way.

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