It's Tiiime: 20 Winter Investment Pieces You've Been Meaning To Get

Nothing makes an item of clothing more intimidating than when it's dubbed an "investment piece." It's like saying, "This costs more than your rent check." And, "Maybe next year." And we get it, these days, everyone wants a steal — and rightly so. Trends move so quickly that it can feel silly to spend a ton of money on any one thing. But at the same time, investments are called that because there's a long-term payoff. They're items you buy once and then never again.

Anyone's who's nabbed such a big-ticket buy knows the feeling of buying something you know will outlast the sped-up, rise-and-fall cycle of fast-fashion trends. The key is to put your money into something that lets your personality shine through, while still being a classic, timeless piece. Because, when the price is justified, whether by the quality of the item, its sheer meaningfulness to you, or how you earned it for yourself, it doesn't have to be intimidating in the slightest.

So with all of this in mind, we've rounded up some cold-weather ready investment pieces that you tell yourself you're looking to get. Who knows? Maybe this is the year...
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A classic trench is a wardrobe hero, so why not splurge on the real deal?

Burberry Cotton Gabardine Trench Coat, $2,995, available at Burberry.
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There's no harm in investing in a piece of jewelry you'll actually wear every. single. day.

Monica Vinader Signature Thin Petite Bangle, $350, available at Nordstrom.
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— PAID —

We’re more than willing to splurge on a coat that’s guaranteed to keep us feeling 100 when the temps are freezing.

Canada Goose Trillium Parka, $900, available at Canada Goose.
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An over-the-knee boot suddenly makes all of your shorter skirts and dresses totally wearable for colder weather, plus, what you're really paying for here is that Leandra Medine touch of quirky-cool.

MR By Man Repeller The I'm Really Here To Party boots, $795, available at Net-A-Porter.
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You're long overdue for a big-girl wallet that will keep all that crumpled-receipt chaos at bay (and get many a compliment in the checkout line).

Coach Accordion Zip Wallet, $350, available at Coach.
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By now, you probably have a coat that's black. Now, it's time to invest in a classic non-black coat, so try a classy print, like houndstooth, that goes with everything.

Latimore Coat by Unique, $950, available at Topshop.
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You probably don't think of earrings as an investment piece, but the right pair can make any outfit look like a million bucks.

Rachel Comey Jo Earrings, $161, available at Rachel Comey.
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Here's an idea: Invest in footwear that's actually comfortable (but never, ever boring). If you're quick to splurge on a pair of stilettos, this year, what about some comfy slip-ons that still look dressed up?

Bill Blass Embellished Sutton Slip-On, $388, available at Bill Blass.
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$75 may seem like a lot to spend on a beanie, but mom always said you're warm when your head's warm, which it will be when it's bundled in cashmere.

Opening Ceremony Cashmere Torch Beanie, $75, available at Opening Ceremony.
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If you are going to invest in a sky-high heel, make it a walkable platform that'll look just as good with bare feet as it will with a sparkly statement sock or fishnet tights.

Saint Laurent
Candy Suede Platform, $750, available at
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Save up for a not-your-average leather jacket, like this one in a fresh silhouette, to reach for on days when you don't even feel like trying.

Veda One Leather Jacket, $495, available at Veda.
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Don't let your winter accessories fall to the wayside. You'll be glad to have a super-thick blanket scarf when those blizzards come around.

I Love Mr. Mittens Extra Large Cableknit Scarf, $290, available Moda Operandi.
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If you're going to spend quite a bit of money on a bag, let it be one that makes you feel like a real adult (but one who still has a little fun, too). This millennial pink, bamboo-handled stunner makes the cut.

Gucci Nymphea leather top handle bag, $2,390, available at Gucci.
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We'll never stop preaching the importance of a good turtleneck, and this striped one can stand on its own just as well as under a dress, vest, or jacket. Versatility is always worth the price.

Staud Ken Turtleneck, $215, available at Staud.
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A shorter puffer is good to have on-hand, too, and you can layer it under a more tailored coat for extra warmth.

SAM. Front Zipped Puffer Jacket, $295, available at Saks Fifth Avenue.
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Two words: Cashmere hoodie. Because treat yourself.

The Elder Statesman Cashmere Hooded SweaterNew Arrival, $1,020, available at Barneys New York.
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In the same way you can invest in a non-black coat, you can one-up your classic ankle bootie. True story: A woman once yelled out of the window of her cab to tell me how much she loved these boots when I wore them.

Loeffler Randall Greer Bootie, $395 $276.50, available at Loeffler Randall.
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If you think about the bag you wear most in your closet, it's probably a crossbody. This one will stick around no matter how old you get.

Prada Cahier Bag, $2,660, available at Prada.
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To keep winter dressing interesting, these pants are the gold standard. Plus, they'll only get more and more buttery-soft with every wear.

Leather and Nubuck Biker Pants, $2,995, available at FRWD By Elise Walker.
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If you've ever had your everyday tote fall apart at the seams (on the L train, no less), that is probably a narrative you'd like to be excluded from in the future. A sturdy shopper is up to the challenge.

MCM Reversible Liz Visetos Shopper, $665, available at MCM.
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Invest in something that will make getting dressed in winter a little more exciting (and colorful!).

Charlotte Simone
Kaleidoscope Cuff, $446, available at Charlotte Simone.

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