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Top boot and denim combinations for the season

Buckle Bootie shown in black or gray

If there’s one type of footwear that’s typically associated with the fall and winter seasons it’s boots – and for good reason!

Women’s boots are perfectly suited to cooler temperatures, rain, snow and the other weather-related issues of the season, but they’re also chic and stylish. That’s a win-win, right? While boots and booties are versatile enough to be worn with almost any outfit, the shoes pair with jeans for a classic and timeless look. But what are the best boot-and-jean combinations you can go for this season? Take a look at some of our favorites:

Ankle boots and cuffed skinny jeans

Why we love it: Skinny jeans for women are trendy, but they’re also flattering on every body type and with a variety of different tops. This season, there’s one major fashion-forward way to wear slim jeans with ankle boots, and that’s to cuff the hems of the pants right above the top of the booties. Adding a cuff shows off the booties in a cute and casual way. Go for slim-cut jeans in a rich fall color or an attention-grabbing print to make the outfit even more fun.

Where to wear it: Don ankle boots and cuffed skinny jeans almost anywhere, from shopping on the weekend to going to happy hour with co-workers after a weekday. In fact, if your office is relatively casual, colored or printed slim jeans and ankle boots with a blazer or blouse can be a nice work outfit as well, great for easily transitioning from a day on the job to an evening out.

Lyra Shootie by Very Volatile

Knee-high women’s boots and boot-cut jeans

Why we love it: Wearing tall boots over jeans is one of the most timeless combinations, and it’s a good choice for all-day comfort, whether you’re running errands or heading into work. Make the look a bit more casual with distressed jeans, or opt for nice, dark-wash pants and women’s suede boots or a genuine leather pair for an ensemble that’s a bit nicer.

Where to wear it: The riding-boots-and-jeans combination may be a bit casual, but it’s a good choice for almost any informal occasion. If you’re going to the grocery store, grabbing lunch with friends or taking your kids to a school function, this is a comfortable and effortlessly stylish ensemble.

Total Suede Boot by Fergie

Booties and wide-leg jeans

Why we love it: This year, wide-leg pants a la the 1970s are back in style. What’s great about this trend? Wide-leg jeans are ultra-flattering on curvy and triangle-shaped women, since the wide bottoms of the pants balance out curvy lower bodies, for a perfectly proportionate look. If you love the flare jean style, wear a pair with some heeled booties and a fitted or structured top. The heeled booties will lengthen your legs, while a fitted shirt or sweater will balance out the wide pants.

Where to wear it: For a business casual or smart casual office, try booties and wide-leg pants with a structured blazer on top. This on-trend outfit is good for a multitude of casual occasions, though, so don’t limit yourself.

Raisa Buckle Bootie by Lucky Brand

Over-the-knee boots and slim jeans

Why we love it: Over-the-knee boots are another seasonal trend – they’re great for making an exciting style statement without feeling like you’re out of your comfort zone. Pair over-the-knee boots with slim jeans, and wear a chunky knit or tunic over the combination to keep it pretty and seasonal.

Where to wear it: Over-the-knee boots are a fun and funky choice, so wear them out in the evening or to an informal event with a cool leather jacket or colorful handbag. Whether it’s a colleague’s birthday dinner or a shopping trip with the family, you’ll get tons of compliments.

Quilt Front Boot by Midnight Velvet

Comments (1)

Joann Boxly

I received a sale boot with the item NUMBER WA725434. It is a leather boots shoes with multiple color. Can’t find it anywhere. Thanks

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Published on Nov 08 2015

Last Updated on Nov 10 2021

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