The classic “Canadian Tuxedo” may have gotten a bad rap. While this outfit duo has historically been associated with questionable fashion taste (we’re looking at you, Britney and Justin!), it seems to have taken on an elevated twist amongst today’s trend-setting stylistas. I bought this denim jacket and skirt separately and never thought of pairing them. But when planning this shoot, they just felt better together.

There are so many ways to work this trend, the most obvious being a a denim shirt or jacket and jeans. For this look I started with an oversized, deconstructed fleece-and-denim jacket. Next? An updated jean skirt designed in a pieced longline silhouette with a feathery fringed hem. Layering up a white or black denim combo is another way to go, too. A key trick to doubling up on denim is to create your own denim harmony with matching or contrasting denim shades and silhouettes.

Since we’re well into winter I wanted to keep everything else cozy. I love the textural appeal of this sweater vest, plus it’s super soft. Perfect to layer over a pretty white top. Add a colorful fleece-y bag, thick cushiony socks, chunky boots, a wool beanie — and I was good to go.

What’s are your thoughts on Doubling up on Denim? Yay or nay?

Jacket: (BLANKNYC x Urban Outfitters) Love this aviator-style and this under $100 option.

Skirt: (Nordstrom, lots of shades with several 40% off) Also like this (vintage vibes) and this (under $80).

Sweater Vest: (Zara, sold out but similar here and under $20!) Cropped cashmere version here and alpaca v-neck here.

Top: (H&M, current style here) Like this ballon-sleeve top and this smocked ruffled blouse.

Bag: (Amazon)

Boots: (Marc Fisher, current style here) Like this suede sock style and this super chic, chelsea boot style.

Beanie: (old) Current cute option here, here (cashmere on sale!) and here (under $7!).

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Photography by Kristin Moore-Gantz @artdirectthis.