Simons

Your Fall Starter Pack for the Strange Season Ahead

Some new clothes that make sense

The fashion industry loves fall. The glossy magazines get beefier, shop window displays beckon with their artfully merchandised newness. It’s partially because that back-to-school, fresh-start, this-time-it-will-be-better feeling stays in our minds long after graduation. But instead of fresh pencils, we’re after boots and denim.

What happens when the the only certain thing about fall is yet more uncertainty? What will fall fashion, in all its layered, knit glory look like this year? We may not have all the answers yet, but we do know this: The weather will get cool and crisp, and we’ll yearn for boots to stomp around in and coats to wrap up in. And because it’s in our human nature to seek novelty, we’ll want to make a few meaningful updates to our wardrobes. So in keeping the spirit of a fall refresh, here’s where to start. 

 

Little BurgundyConverse shoes, $100, littleburgundyshoes.com
Shop Now

The Sneakers with Something Extra

The lug sole and chunky platform completely updates the classic. Wear them with absolutely everything. Yes, everything.

 

AritziaTna top, $80, aritzia.com, pants, $60, aritzia
Shop Now

The Inevitable Loungewear

Yes, yes, we’re all living in sweatsuits right now. This one combines the rich jewel hue with a fleece material that’s perfect for chillier mornings. 

 

Hudson’s BayTopshop jeans, $80, thebay.com
Shop Now

The No-Nonsense Denim

It’s time to embrace non-crop denim again. This straight-leg, clean-hem style falls past the ankle—perfect for wearing with boots.

 

SimonsTwik faux-leather trench coat, $180, simons.ca
Shop Now

The It Coat 

The leather trench coat is poised to be the biggest trend piece of the season. A real leather number will set you back hundreds of dollars, so go faux (like this one) or vintage for the best price. 

 

Oak and FortOak and Fort dress, $78, oakandfort.com
Shop Now

The Floral Dress, Fall-Ified 

It’s the retro-feminine dress you wore all summer, but with longer sleeves and a neutral hue—perfect for pairing with your favourite knee-high boots.

 

Spencer BaduSpencer Badu pants, $145, spencerbadu.com
Shop Now

The Cargo Pants 

Utility-inspired pants are fast becoming as popular as denim. This pair by gender-neutral, Toronto-based brand Spencer Badu feature eight pockets and snap leg closures for a more tapered fit.

 

ShopbopBy Far boots, $723, shopbop.com
Shop Now

The Boots that Will Never Go Out of Style

You’ll never regret a pair of well-made, comfortable ankle boots—especially ones that will match with the rest of your wardrobe perfectly. 

 

LululemonLululemon jacket, $178, shop.lululemon.com
Shop Now

The Pyjama Jacket

This genius topper wears like a robe, but is made from water-repellent fabric making it perfect for drizzly early fall days. 

 

Urban OutfittersUO cardigan, $79, urbanoutfitters.com
Shop Now

The Classic, Cozy Cardigan

Made from cotton yarn, this sweater won’t feel too hot or itchy.

 

Silk LaundrySilk Laundry boiler suit, $470, silklaundry.ca
Shop Now

The One and Done Jumpsuit

Silk Laundry has released a boiler suit. I repeat, Silk Laundry has released a boiler suit. Chicly oversized and cut from a linen-silk blend, this is a piece you’ll live in all season long. 

 

    More Shopping