4 of Anna Wintour's Favorite Trends Go Really Well With Jeans

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When Anna Wintour sets a trend, you listen. She is one of the defining authorities in fashion, after all. On that note, whenever she sheds light on a key look of the season during an interview, we tend to perk up immediately and share said insights with you, dear readers. Often, we pull tidbits from the Vogue series Go Ask Anna, including this recent debrief on what Wintour says are the eight biggest trends of 2020.

In fact, after re-visiting this piece, along with other Wintour-approved trend stories to inform some fresh outfit ideas, it became evident that many of the pieces she’s into at the moment just so happen to pair flawlessly with the jean styles we all have in our closets. That’s right—it’s actually quite simple to master a Wintour-favorite look with the go-to denim silhouette you wear on the regular.

To showcase further, we rounded up some of the items the trend-forecasting legend has brought up recently, along with street style and shopping inspo to showcase how said trends can pair seamlessly with jeans. Keep scrolling to uncover your new fashion-forward denim look.

Flat Shoes

When discussing the top trends from the S/S 20 collections, Wintour mentioned flat shoes. A practical trend that’s also chic? Score. Flats—especially those slightly more statement-making styles—look particularly great with cropped jeans for that elevated yet laid-back vibe.

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Style Tip: Keep it easy and effortless with an on-trend puff-sleeved blouse, straight-leg jeans, and lace-up flats.

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Style Tip: If you work in a casual office setting, perhaps consider this ensemble consisting of a blazer, black denim, and flats (with or without the hat).

Trench Coats

The re-worked trench is ramping up to be one of the key items for spring 2020, and honestly, you can’t get more classic than a jean-and-trench combo. Timeless and chic.

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Style Tip: The addition of an oversized trench brings a standard jeans and tee ensemble to the next level.

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Style Tip: Show off your favorite straight-leg jeans and booties with a shorter trench.

Boots

Last fall, Wintour mentioned that "the accessory of the season has to be the boot.” Well, boots of all varieties are still a must-have item in any closet. Wintour often compliments her winter looks with gorgeous knee-high boots, and we’re also feeling the silhouette right now—especially teamed with straight-leg jeans to give off that ironically cool "bunched” look. Skinnies with knee-high boots is another no-fail look.

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Style Tip: Dark-wash straight-leg jeans look especially forward stuffed into brown knee-high boots.

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Style Tip: You’ll look incredibly chic pairing black skinny jeans with coordinating boots.

Leopard Outerwear

Leopard print is basically a neutral these days and could go with just about anything, but we’re especially into how a leopard coat (one of Wintour’s recent coat recommendations) can amp up a denim fit, giving it quite the posh feel.

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Style Tip: A leopard coat will pop against a white tee and black jeans.

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Style Tip: Nail a ton of current trends by tossing a leopard coat over a turtleneck and light-wash jeans tucked into moto boots.

Next, check out the item Anna Wintour thinks will keep you the most stylish in warm weather.

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Market Director

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.