Diana, Princess of Wales, favored cowboy boots with jeans and a blazer. Credit... Tim Graham Photo Library, via Getty Images. By Vanessa Friedman. Oct. 16, 2023.

Nail the beach-meets-ranch vibe of the Coastal Cowgirl trend with products to shop now from Banana Republic, Z Supply, Abercrombie & Fitch and more.

When I ask, how do I wear boots with jeans, their answer is simple. Put on the jeans one leg at a time, then put your feet in the boots. It’s not that simple for women.

We turned to street style stars for a little bit of extra inspiration for wearing jeans with ankle boots. And there's not only a look for every style point of view, but also for every time of day.

How to style brown boots with jeans for summer and fall 2025, according to “Glamour” editors. See their styling tips here.

Style the funky jeans with a sleek top and platform heels. Or maybe you prefer something more laid-back, feel free to wear your flares with a pair of retro sneakers like Adidas Sambas for a clean ...

Below, I'm highlighting the 32 best winter boots to wear with jeans, from leather riding boots to chocolate ankle boots and chic suede options. Tony Bianco. Quincy Boots.

"Hearst Magazines and Yahoo may earn commission or revenue on some items through these links." Regardless of the season, ankle boots are an essential wardrobe item. In spring, you can find celebs ...

Stylish and rugged—chukka boots are one of the best footwear options for men. Few other options can rival the versatility of chukkas. They can be paired equally well with jeans and a t-shirt as ...