Head-to-Toe Denim Is Back—10 Ways to Wear (and Shop!) the Trend

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Courtesy of Phil Oh; Backgrid. 

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Almost everyone is familiar with the Canadian Tuxedo (we can thank pop culture of the early aughts for that), but lately, the denim-on-denim style has taken a chic turn courtesy of a very fashionable group of street stylers. This double-take of denim comes as no surprise given the recent rise of casual yet cool dressing where solid, everyday wardrobe essentials shine. Even better, the outfit combination can be just as easily dressed up with a heeled sandal as it can be dressed down with a pair of menswear-inspired loafers. Never not a fashion risk-taker, Emily Ratajkowski was spotted outside the Loewe SS23 runway show in her version of a Canadian Tuxedo, making the denim-on-denim style sexy like only she can. The combination of her statement-making baggy jeans and denim jacket tied at the front to accentuate a plunging neckline was a certified sartorial success.

Courtesy of Backgrid

Emrata isn’t the only street styler showcasing their double takes of denim—some keep to the classics like sleek denim button-ups and jackets, while others go the extra mile and style their looks with denim midi skirts or even denim cropped tops. From cult classic denim brands like Rag & Bone, Mother, and A.P.C to newer brands planting their denim stakes like Khaite and Loewe, denim-on-denim is an easy outfit formula to recreate this season and beyond. The matchy-matchy looks don’t have to stop at just ready-to-wear either—denim accessories from Saint Laurent, Isabel Marant, and even Zara are the ideal outfit topper for any denim enthusiast.

The denim-on-denim outfit combinations are endless, just ask this street style set. So if you’re looking for ways to double up on denim this fall, below, find 10 outfit ideas to wear (and shop!) all season long.

The Denim Midi Skirt

Photographed by Phil Oh

Let this stylish street styler be the reason why you give your jeans a break this fall and try a denim midi skirt instead. Unlike your go-to pair of casual, comfy jeans, a denim midi skirt is instantly polished. Loewe’s asymmetric ruffled denim midi skirt adds a welcome flair (and flare) to any look in mind, but when paired with the brand’s denim cropped jacket, the style is taken to another level. Accessorise-wise, finish the look off with a colorful moon bag from Neous and Amina Muaddi’s glass wedge sandals.

Loewe Trompe L’oeil denim cropped jacket

Loewe asymmetric ruffled denim skirt

Amina Muaddi Lupita glass wedge sandals

Neous Lacerta leather shoulder bag

The Sleek Denim Button-Up

Photographed by Phil Oh

A button-up shirt is timeless in your closet, so why not make it a denim one? The Row’s ‘Frannie’ denim shirt is a good place to start. Even better, the mid denim wash pairs well with Everlane’s cult-classic ‘The Way-High Jeans.’ Keep the accessories equally as minimal and go for black leather mules from Cos and Mango’s faux leather shoulder bag.

The Row Frannie oversized denim shirt

Everlane The Way-High distressed jeans

Cos leather mules

Mango faux leather shoulder bag

The Raw Denim Duo

When it comes to denim picks, raw denim is typically one that most are unfamiliar with wearing. This season, however, let this stylish street styler be your reason to give a raw denim-on-denim look a try. And what better way to start than with A.P.C, a brand synonymous with the unwashed garment. After all, raw denim only gets better with age, so investing in their ‘Brandy’ jacket and standard straight-leg jeans is a win-win. For chillier fall days, keep a cozy knit sweater nearby like this one from La Ligne and step into suede ankle boots by Totême.

A.P.C Brandy denim jacket

A.P.C standard straight-leg jeans

La Ligne patchwork merino wool-jacquard sweater

Totême The Mid Heel 60 suede ankle boots

The Distressed Denim

Photographed by Phil Oh

For an edgy day-to-night ensemble, statement-making distressed jeans from Loewe should be front and center. Atop, style your new jeans with Mother’s ‘The Back Road’ denim jacket and Rag & Bone’s striped button-up to keep the look slightly more pared down. Also from Loewe, their ‘Puzzle’ bag will pack a colorful punch.

Mother Denim The Back Road jacket

Loewe distressed mid-rise wide-leg jeans

Rag & Bone Maxine cotton button down stripe shirt

Loewe Puzzle small leather shoulder bag

The Head-to-Toe Denim

Photographed by Phil Oh

The stars of this head-to-toe denim look are undoubtedly the accessories. Luckily, this Isabel Marant bucket hat and denim shoulder bag from Zara deliver. Keep the denim party going and style the look with a cropped denim jacket from Madewell and cult-favorite baggy jeans from Frame.

Madewell cropped trucker jean jacket

Frame Le Baggy high-rise wide-leg jeans

Isabel Marant Haley cotton bucket hat

Zara studded denim shoulder bag

The Printed Patchwork Denim

Photographed by Phil Oh

Patchwork is one of the many prints associated with fall and Sea’s ‘Diego’ fleece-lined denim coat is one to watch (and wear!) this season. Rag & Bone’s asymmetric denim midi-skirt contrasts the printed patchwork perfectly. Style the look with a pair of suede boots from Staud and Chloés ‘Edith’ leather satchel.

Sea Deigo fleece-lined patchwork denim coat

Rag & Bone Sukato asymmetric denim midi skirt

Staud Cami suede knee boots

Chloé Edith mini leather satchel

The Denim Blouse

Photographed by Phil Oh

Like a classic denim shirt, but with a twist, a denim blouse is perfect for those with a more feminine approach to dressing. This one from Veronica Beard features puff sleeves and smocked elbows like a modern-day cowgirl. Pair the blouse with these Zimmermann wide-leg jeans as seen on this stylish street styler. For the real denim enthusiast, reach for a pair of denim mules from Saint Laurent. Tie the look together with Gucci’s ‘Ophidia’ bag.

Veronica Beard Dalton puff-sleeve denim shirt

Zimmermann Kaleidoscope wide-leg jeans

Saint Laurent La 16 95 YSL-monogram denim mules

Gucci Ophidia webbing-trimmed textured-leather and printed coated-canvas shoulder bag

The Denim Overshirt

Photographed by Phil Oh

Khaite’s ‘Birdie’ denim overshirt is a favorite amongst the street style and editor lot. The oversized silhouette works just as well buttoned all the way up as it does left open with a tank or tee underneath. Also from Khaite, the ‘Danielle’ jean is another go-to pick, while their ‘Ada’ hobo is the perfect bag for every day or even special occasions. Take shade from any fall shadows in a pair of two-tone aviators from Le Spec.

Khaite The Birdie top

Khaite The Danielle jeans

Khaite The Ada hobo bag

Le Specs The Charmer aviator-style gold-tone sunglasses

The Denim Cropped Top

Photographed by Phil Oh

For those daring enough to try a denim crop top, let this stylish street styler act as your sartorial guide. Mara Hoffman’s cropped ‘Milla’ top pairs well with a baggier, high-waist jean, like this one The Frankie Shop. Prada’s ‘Symbole’ fabric handbag and sleek black heeled boots from Mango will anchor the entire look.

Mara Hoffman Milla organic denim top

The Frankie Shop Kai cropped high-rise wide-leg jeans

Mango heel zipped boots

Prada Symbole jacquard fabric handbag

The New Denim Jacket

Wardrobe.NYC is another brand quickly becoming a go-to when it comes to great denim. For example, this faded denim jacket stands alone against any other denim jacket you may have in your closet already. The light wash goes well with Slvrlake’s ‘London’ jeans. Keep the look effortless and casual and accessorize with these two-toned loafers from Tod’s and Staud’s mini ‘Enzo’ bag.

Wardrobe.NYC faded denim jacket

Slvrlake London high-rise straight-leg organic jeans

Tod's two-tone leather loafers

Staud mini Enzo bag