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There is no denying the timeless appeal of denim. But deciding what shoes to wear with jeans can be a puzzling sartorial feat for anyone. After all, there are several silhouettes to choose from. Whether you’re a die-hard slim fit fan who refuses to let go of those leggings, or a wide-leg fan who likes a little more room to move, we’ve got a fail-safe formula for you.
Next, you’ll find some of our favorite street style stars showcasing easy-to-replicate outfits to try on this season. Discover timeless straight shoe inspiration, paired perfectly with classic Chelsea shoes and an It girl-approved tapered silhouette that complements razor-sharp heels. In addition to those winning looks, you’ll also discover our favorite denim and shoe combos to shop.
So scroll down to take notes and make sure to think about what shoes to wear next time Bookmark this page when you’re in jeans.
Slim Jeans + Ballet Flats
Kate Daria Jean
$91
Kate
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)
Totême Denim Ballet Flats
$0144
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Kate Daria Jean
$91
Kate
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)
Totême Denim Ballet Flats
Totême Denim Ballet Flats
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Image: Acielle/StyleDuMonde
Tapered Jeans + Pointed Head heels
if you can’t fit in loose Or a fit, tapered jeans are just the right fit in between. The loose fit at the hips and thighs fits neatly together and wraps tightly around the ankles, making it the perfect companion to pointed-toe pumps.
Wandler Chamomile Organic Cropped High Rise Tapered Jeans
$88
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Wandler Chamomile Organic Cropped High Rise Tapered Jeans
$88
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Wandler Chamomile Organic Cropped High Rise Tapered Jeans
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)
Baodie Family 26mm lambskin wedges
Totême High Waist Organic Cotton Tapered Jeans
$88
NOW SHOPPING
Amina Muadi 38MM Ami Leather Pumps
$280
LUISA VIA ROMA
)
Baodie Family 26mm lambskin wedges
Baodie Family 26mm lambskin wedges
Totême High Waist Organic Cotton Tapered Jeans
$88
NOW SHOPPING
Totême High Waist Organic Cotton Tapered Jeans
$88
NOW SHOPPING
Totême High Waist Organic Cotton Tapered Jeans
NOW SHOPPING
Amina Muadi 38MM Ami Leather Pumps
$280
LUISA VIA ROMA
Amina Muadi 38MM Ami Leather Pumps
$280
Booties Jeans + Western Boots
Few things last as long as boot jeans. Likewise, its best pairing—the western boot—is just as classic. Join the denim movement by wearing a pair of Ganni boots with Madewell’s beloved jeans.
Valentino High Waist Pull Up Jeans
$568
NET-A-PORTER
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Ganni embroidered leather over-the-knee boots
$350
NET-A-PORTER
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Madewell Cali Demi-boot jeans
$47
MADEWELL
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Go shopping now
Few things last as long as boot jeans. Likewise, its best pairing—the western boot—is just as classic. Join the denim movement by wearing a pair of Ganni boots with Madewell’s beloved jeans.
Valentino High Waist Pull Up Jeans
$568
NET-A-PORTER
Go shopping now
Valentino High Waist Pull Up Jeans NET-A-PORTER
Go shopping now
Ganni embroidered leather over-the-knee boots
$350
NET-A-PORTER
Go shopping now
Madewell Cali Demi-boot jeans
$47
MADEWELL
Go shopping now
Ganni embroidered leather over-the-knee boots
$350
NET-A-PORTER
Go shopping now
Go shopping now
Madewell Cali Demi-boot jeans
$47
MADEWELL
Go shopping now
Madewell Cali Demi-boot jeans
MADEWELL
Go shopping now
Go shopping now
Straight jeans + Chelsea boots
This timeless duo is meant to be paired, literally. The not-too-big, not-too-small ankle opening on straight-leg jeans allows the high leg of the Chelsea boot to slip easily into the pant leg or wear it over the outside. We love versatility.
Frame Le Original High Waist Straight Jeans
$88 NET-A-PORTER
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Frame Le Original High Waist Straight Jeans
$88 NET-A-PORTER Go shopping now
Bottega Veneta The Tire boots
$1,220 Neiman Marcus
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Bottega Veneta The Tire boots$1,220 Neiman Marcus Go shopping now 
Grlfrnd Brooklyn Jeans
$ 69
SSENSE
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Grlfrnd Brooklyn Jeans
SSENSE
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Proenza Schoul er topstitched leather Chelsea boots
$360
NET-A- PORTER
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)
Photo: Acielle/StyleDuMonde
Loose jeans + sneakers
The silhouette of the voluminous baggy jeans emphasizes comfort. In the same spirit, those oversized designs are the perfect partner for comfortable sneakers, especially Nike’s iconic Air Force 1.
Goldsign The Gaucho High Waist Wide Leg Jeans
$100NET-A-P ORTER
NOW SHOPPING
Goldsign The Gaucho High Waist Wide Leg Jeans
NET-A-P ORTER NOW SHOPPING
)
Nike Air Force 1 Leather Sneakers
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)
Nike Air Force 1 Leather Sneakers
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Go shopping now
The Row Tunna High Waist Wide Leg Jeans
$360
MYTHERESA
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The Row Tunna High Waist Wide Leg Jeans
$360
MYTHERESA
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Loewe Ballet Runner Sneakers
$225
SSENSE
Loewe Ballet Runner Sneakers
$225
SSENSE
Loewe Ballet Runner Sneakers
SSENSE
Wide Leg Jeans + Mary Jane shoes
One of the secrets of tailoring success is Create an outfit that focuses on balance. That’s why the cool grunge nature of wide-leg jeans pairs so well with sweet Mary Jane heels.
Isabel Marant Vetea High Waist Acid Wash Wide Leg Jeans
$260SAKS Fifth Avenue
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Miu Miu Patent Leather Square Toe Mary Jane Pumps
$1,27
Saks Fifth Avenue
NOW SHOPPING
Isabel Marant Vetea High Waist Acid Wash Wide Leg Jeans
$260SAKS Fifth Avenue
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SAKS Fifth Avenue Go shopping now
Miu Miu Patent Leather Square Toe Mary Jane Pumps
$1,27
Saks Fifth Avenue
NOW SHOPPING
Miu Miu Patent Leather Square Toe Mary Jane Pumps
$1,27
Saks Fifth Avenue
NOW SHOPPING
Saks Fifth Avenue
NOW SHOPPING
Agold Sana Sliced Jeans
$69SSENSE
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SSENSE Go shopping now
Khaite Lorimer Metallic Crinkled Leather Mary Jane Pumps
$419
NET-A-PORTER
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$419
NET-A-PORTER
Go shopping now
NET-A-PORTER
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