One of my all-time favourite looks from the ’90s is a pair of straight-leg blue jeans and some low-heeled boots (ideally a block heel, and a square toe). This minimalist outfit was beloved by so many actors and models of the era (case in point: Cindy Crawford, basically every time she was in an airport during that decade; Jennifer Aniston and Courteney Cox whenever they weren’t on a red carpet promoting Friends; Winona Ryder if she wasn’t in boxy suit or a silk dress). Indeed, though they all had a different styles and approaches, cigarette jeans and low heels were a uniform of sorts for these high-profile women of the ’90s.
Shop the jeans and boots combo
It’s also a look we’re seeing a lot of at the moment – especially among the street-stylers and off-duty models milling around New York for fashion week, who can often be spied clutching their iPhones in a blocky boot and straight-leg jeans. The recent runways are pushing ’90s minimalism, too (it makes sense that Love Story’s Sarah Pidgeon, who plays Carolyn Bessette-Kennedy, attended Khaite’s autumn/winter 2026 show, which was all cigarette silhouettes and low-heeled boots).
Daniel Zuchnik/Getty Images
Daniel Zuchnik/Getty Images
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