I Wear Jeans Daily—10 Fresh Ways I'm Styling Them This Fall

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(Image credit: @monikh)

I'm not exaggerating when I say I wear jeans almost every day. Okay, maybe not in 90-degree weather, but for most of the year, denim is part of my weekly outfit rotation. Throughout fall, in particular, jeans become the foundation of my daily outfits. Who doesn't love wearing jeans and boots with a cozy sweater?

Since jeans are an integral part of my daily dressing, I'm always mustering up ways to make them feel fresh and on-trend. In fact, there is a hefty Saved folder on my Instagram aptly named Cool Jeans Outfits filled to the brim with chic denim styling ideas. Today, I wanted to share a handful of these looks in case you, too, are looking for some of-the-moment inspiration.

Take a peek below at a whole host of styling ideas to take your denim game up a notch this season.

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With Your Undies Subtly Showing
(Image credit: Getty Images)

Low-rise jeans are having a major moment this season, and one of the coolest ways fashion people have been styling the trend is with their undies showing above them in a subtle way. Whether you go for boxers, sequins, or silky Miu Miu–style undies, the layered combo feels fresh and fun for fall.

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With a Cinched Waist
(Image credit: @iliradakransniqi)

Whether you go for a waist-cinching blazer or bustier top, an hourglass silhouette is one of the chicest styles to wear with your jeans this fall.

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With a Pop of Red
(Image credit: Getty Images)

Give your jeans a trendy update by wearing them with fall's biggest color trend—vibrant, fiery red. For an eye-catching look, choose a sleek jacket or coat or integrate the head-turning color into your outfit via a pair of shoes or an accessory.

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With Statement Shoes
(Image credit: @hannamw)

It's time to have some fun with our shoes this fall. We saw plenty of styles with that little something "extra" on the fall/winter 2023 runways—from statement bows to shiny metallics. Give the shoes a casual spin and style with a pair of relaxed, loose jeans.

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With a Dress
(Image credit: Launchmetrics Spotlight)

Dresses and skirts over pants have been gaining momentum this season. The combo instantly says you're a fashion person in-the-know. Pair a subtle color over your jeans this fall for an Insta-worthy look.

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In a Gray Color Palette
(Image credit: @thevisuelofgrace)

When it comes to neutrals, elegant and soothing gray is going to be everywhere this upcoming season. Opt for a head-to-toe tonal look and work various shades of the cool color within your denim outfit.

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With Mary Janes
(Image credit: @raissatch)

Chic flats are the shoes of choice to pair with jeans this season (before boots come into heavy rotation!). Go for trending Mary Janes, ballet flats, or pointed-toe slingbacks to style with a pair of straight-leg ankle jeans.

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With More Denim
(Image credit: Getty Images)

Denim-on-denim looks continue to be a favorite among the fashion set no matter the season. Try a cropped denim jacket with high-waisted wide-leg jeans for a cool fall look—with zero effort required.

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With an Oversize Leather Jacket
(Image credit: @iliradakransniqi)

Nothing looks as cool for fall as an oversize leather jacket paired with relaxed-fit jeans. Style with simple pointed-toe mules to finish the look.

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With a Vest
(Image credit: @anoukyve)

Vests will continue to be a huge trend this fall and add instant polish to any outfit. As we transition into autumn, go for a corporate-chic iteration styled with high-waisted dark-wash jeans—perfect for taking you from boardroom to bar in style.

Judith Jones
Senior Fashion Market Editor

Judith Jones is the senior fashion market editor at Who What Wear who specializes in shopping content and trend stories with high-affiliate impact. She shares the coolest, most desirable fashion market finds and brands for every budget. Previous to working in fashion, Judith worked as a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) sharing her passion for travel and culture.