Your Ultimate Guide to Mastering Denim on Denim

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The denim on denim trend (aka the Canadian Tuxedo) has been around for years now, but maybe you haven't mustered up the courage to try it . . . yet. As much as we appreciate a couple in matching outfits à la Justin Timberlake and Britney Spears at the 2001 AMAs (look how young and in love they were), we're not exactly trying to replicate their look anytime soon.

Truth is, this trend isn't as scary as everyone makes it out to be. Most people give up easily before even trying the look because they don't know where to begin. With a bunch of inspiration (courtesy of these street style shots) and the right items in your closet, mastering a denim on denim look that feels fresh and contemporary is easier than you think. By the end of this, you'll be wondering what took you so long to try this trend in the first place.

We're listing 15 denim-on-denim ensembles to try — along with the best pieces to purchase — that will make you want to give the look another try.

01

Style a Denim Skirt With a Matching Jacket and Fishnet Stockings

02

Style a Pair of Denim Overalls With a Denim Jacket

03

Pair a Denim Button-Up With Side-Striped Jeans

04

A Lightwash Chambray Top Tucked Into Jeans

05

A Buttoned Denim Jacket With a Flared Skirt

06

A Long Chambray Jacket Tied at the Front and Jeans

07

A Denim Jacket and Wide-Leg Denim Culottes

08

A Denim Jacket With a Furry Collar and Frayed Jeans

09

A Sherling-lined Denim Jacket and Lighwash Jeans

10

A Chambray Shirt With Pathwork Jeans

11

A Boxy Denim Jacket and Jeans With Lace Details

12

A Dress Worn Over Jeans Topped Off With a Chambray Jacket

13

A Patwork Denim Jacket and White Jeans

14

A Denim Vest and Distressed Black Jeans

15

A Puffer Jacket Over a Denim Jacket and Bootleg Jeans

Farfetch

Saint Laurent Shearling Denim Jacket

Keep warm in this cozy Saint Laurent shearling denim jacket ($3,490).

Replay Collarless Denim Jacket with Raw Hem Sleeve and Embroidery

Have a thing for embroidery? This Replay Collarless Denim Jacket with Raw Hem Sleeve and Embroidery ($348) will spark your interest!

REVOLVE

Grlfrnd Helena High-Rise Straight Jean

Style these Grlfrnd Helena High-Rise Straight Jean ($248) with a ribbed crop top and denim jacket.

REVOLVE

Levi's 501 Skinny Jeans

Levi's 501 Skinny Jeans ($98) are way more fun than a pair of plain baby blue's.

Reformation

Reformation Zipper Jeans

These Reformation Zipper Jeans ($148) add just the right amount of edge.

Lucky Brand

Lucky Brand Customized Chambray Shirt

You can wear this classic Lucky Brand Customized Chambray Shirt ($99) under a pair of overalls.

Forever 21

Forever 21 Plus Size Lace-Up Denim Skirt

Style this Forever 21 Plus Size Lace-Up Denim Skirt ($16, originally $23) with a crop top.

Selfridges

Ksenia Schnaider Double-breasted patchwork denim jacket

MODA OPERANDI

Grlfrnd Denim Eva Denim Mini Skirt

The denim-on-denim trend extends way past a pair of jeans. Wear this GRLFRND Denim Eva Denim Mini Skirt ($160) with an off-shouldered chambray top.

Off-White Distressed Denim Overalls

You can tie a chambray top around these Off-White Distressed Denim Overalls ($725)

Lucky Brand

Lucky Brand Plus Size Denim Tomboy Trucker Vest

Style a basic white t-shirt with this Lucky Brand Plus Size Denim Tomboy Trucker Vest ($80) and distressed jeans for an effortless look.

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