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Shopping

How to Dress For Every Occasion This Holiday Season

From winter weddings to New Year’s Eve, here's what to wear.

by : Erica Ngao- Dec 20th, 2019

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Dinner With Your Partner's Family

Whether it’s the first meeting (good luck!) or the hundreth, look composed with a timeless outfit that works no matter the season. Hone in on refined details like delicate gold chains and pussy-bow blouses to keep it simple but sophisticated.

Banana Republic Satin Midi Slip Skirt ($124, bananarepublic.gapcanada.ca)

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Jenny Bird Chloe Ring ($90, jenny-bird.ca)

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Joe Fresh Corduroy Shirt Dress ($16.94, joefresh.com)

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Le Château Gem and Metal Drop Earrings ($15, lechateau.com)

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Lisou Penelope Star Print Silk Dress ($443.52, lisou.co.uk)

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Mejuri Double Curb Chain Necklace ($125, mejuri.com)

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Olsen Cowl Neck Cable Knit Sweater ($104.30, olsen.ca)

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Reformation Lacey Dress ($266, thereformation.com)

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Sentaler Long Shawl Collar Wrap Coat ($1,595, sentaler.ca)

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St. John Tie Neck Liquid Satin Blouse ($1,424.87, stjohnknits.com)

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If You're Hosting A Party

Between organizing the potluck and making sure all your guests are happy, being the host doesn’t leave time for much else. Sail through the night with a party-ready outfit that’s easy to move in but still looks put together, like a jumpsuit or mini dress – and comfortable shoes are a must-have.

Alcyone Quartz Hoops ($281, everythingisease.com)

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Cos Printed Straight Trousers ($150.90, cosstores.com)

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Designs by Nature Tigers Eye Crystal Drop Earrings ($69.95, designsbynaturegems.com)

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Halogen x Atlantic-Pacific Metallic Star Chiffon Dress ($247.63, shop.nordstrom.com)

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Hilary MacMillan Ruched Skirt ($162, hilarymacmillan.com)

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Jimmy Choo Galaxy Bow Mule ($726.29, shop.nordstrom.com)

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Mango Lurex Long Jumpsuit ($99.99, shop.mango.com)

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Avavav Ruched Silk-Charmeuse Mini Dress ($301.80, net-a-porter.com)

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Swatch Stainless Steel Watch ($240, shop.swatch.com)

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Secret Santa with Your BFFs

Not into ugly sweaters? Neither are we. Get into the festive mood with cool textures. Opt for the classic seasonal velvet in an unexpected colour, all-over sequins or cool faux leather pieces.

BP. Sparkle Resin Drop Earrings ($29, shop.nordstrom.com)

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H&M Wide-Leg Pants with Sequins ($59.99, hm.com)

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Silk Laundry Straight Neck Cami ($155, silklaundry.ca)

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Simons Icone Chartreuse Velvet Maxi Dress ($89, simons.ca)

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Tibi Sequin Panel Skirt ($961.47, shop.nordstrom.com)

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Topshop Lime Faux Fur Grab Bag ($22.50, thebay.com)

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Vici Collection Metallic Dress ($98, vicicollection.com)

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Zara Faux Leather Dress ($79.90, zara.com)

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Zvelle Lace-Up Bootie ($515, zvelle.com)

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Winter Wedding

Switch up your usual wedding guest look by playing with new silhouettes and shapes. Look for puffed sleeves and asymmetrical necklines to add interest, but keep the outfit polished with a tailored blazer.

Aje Mimosa Cutout Midi Dress ($490.48, global.ajeworld.com.au)

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Daniel Wellington Classic Bracelet ($79, danielwellington.com)

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Eloquii Cape Dress ($170.52, eloquii.com)

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Evernew Elora Asymmetric Neckline Jumpsuit ($179.99, evernew.ca)

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Lele Sadoughi Mixed Shape Crystal Padded Headband ($260.69, shopbop.com)

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Slush Liz Baby Bag ($190, slushb.com)

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Smythe Velvet Peaked Lapel Blazer ($795, shopsmythe.com)

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Swarovski Nice Double-Layered Necklace ($399, swarovski.com)

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Topshop Hackney Point Boots ($105, thebay.com)

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Wolf Circus Lunette Earrings ($115, newclassics.ca)

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New Year's Eve

You’ve waited all year and now it’s time to go all out with as much glitter and glamour as possible. Ring in the new decade with statement pieces like a pair of colourful, iridescent platforms or a cozy animal-print faux fur coat. The key is to pick one and centre your outfit around it for maximum impact.

Aldo Postmawei Stiletto Heel Ankle Boot ($140, aldoshoes.com)

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BP. Set of Hair Clips ($34.59, shop.nordstrom.com)

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Ellie Mae Glam Velvet Top ($380, elliemaestudios.com)

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Alexander Wang Rina Beaded Pump ($823.13, shop.nordstrom.com)

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Rebecca Vallance Matisse Midi Dress ($1,000, rebeccavallance.com)

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Monies Riley Earrings ($185, ssense.com)

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Nordstrom Beaded Fringe Shoulder Bag ($95.46, shop.nordstrom.com)

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Sophia Webster Natalia Sandals ($724.13, shopbop.com)

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Stand Studio Faustine Leopard Print Faux Fur Coat ($435.75, shop.nordstrom.com)

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