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Connor Straight Chino

Why we made this:
A go-to staple pant in a non-denim fabric (for when you need to look a little nicer this season).

Style tips:
Dress up with the Clifford Oxford Shirt for the office holiday party, or wear casually with seasonal layers for an every day look.

Model is a size 32x32 jean, wearing a size Medium in this style.

Meera Sherpa Lined Vest

Why we made this:
This on-trend piece will elevate the look of your easy wearing basics.

Style tips:
Try with a staple sweater and denim to create a stand-out 'fit. To bring this look to new heights, pair with one of our new denim silhouettes such as the Horseshoe, Balloon, or Loose leg jean.

Model is a size 26 jean, wearing a size Small in this style.

Aiden Cardigan

Why we made this:
A new take on our best-selling waffle sweater Austin. This ultra-cozy cardigan can elevate the look of your outfit during this chilly party season.

Style tips:
Wear buttoned-up over you favourite t-shirt for an easy, put together look. Pair with a dark wash jean to pull it all together.

Model is a size 32x32 jean, wearing a size Medium in this style.

Alyeska Short Puffer Jacket

Why we made this:
A functional puffer jacket that doesn't ruin the outfit. Rated to -20*C

Style tips:
Wear as a top coat to your already awesome outfit. The shorter silhouette and elevated dark olive colour perfectly compliment your favourite pair of jeans.

Model is a size 26 jean, wearing size Small in this style.

Alpine Short Puffer Jacket

Why we made this:
A functional puffer jacket that doesn't ruin the outfit. Rated to -20*C

Style tips:
Wear as a top coat to your already awesome outfit. The shorter silhouette and elevated dark olive colour perfectly compliment your favourite pair of jeans.

Model is a size 32x32 jean, wearing size Medium in this style.

Austin Waffle Stitch Crewneck

Why we made this:
Our customer favourite winter staple is back! This super soft, super versatile sweater is made to round out your closet season to season.

Style tips:
The styling options are endless with this essential basic style. Layer over a collared shirt, wear on its own, or layer under a warmer jacket or overshirt.

Model is a size 32x32 jean, wearing size Medium in this style.

Carley Full Zip Sherpa Hoodie

Why we made this:
Because warm and cozy can also be cute. Sherpa is a huge trend for winter 2024, and this cozy, zip-up style is perfect to layer as you head out into the cold.

Style tips:
Layer with your favourite seasonal basics and pair with jeans for a comfy, casual look.

Model is a size 26 jean, wearing size Small in this style.

Chan Mock Neck Sweater

Why we made this:
If "winter" was a top it would be this sweater.

Style tips:
The slim fitting silhouette of this sweater works well with a jean that has some shape (hello bootcut, flare or straight leg). Layer on the Dia moto jacket and finish the look with a pair of statement earrings and rectangle purse.

Model is a size 26 jean, wearing size Small in this style.

Craig Textured Henley

Why we made this:
A super soft layering option for when the weather gets chilly. 96% cotton and a hint of spandex for just the right about of stretch.

Style tips:
The soft, textured fabric makes this piece ideal for layering under a flannel shirt, shacket, or vest as an added warmth layer.

Model is a size 32x32 jean, wearing size Medium in this style.

Krista Stripe Shirt

Why we made this:
For the casual girl who wants just a little sparkle this holiday season.

Style tips:
The epitome of "a cute top and jeans" - just pair with dark denim and head out the door. This top is sheer, so don't forget your base layer! Try our collection of bodysuits for the perfect look.

Model is a size 26 jean, wearing size Small in this style.

Callum Corduroy Shirt

Why we made this:
This super soft corduroy shirt is a staple for the winter months.

Style tips:
Wear on its own, or as a layer with weather appropriate outerwear.

Model is a size 32x32 jean, wearing size Medium in this style.

Niall Bonded Sherpa Jacket

Why we made this:
An outerwear piece made to complete the outfit. Outfitted with warm, functional pockets for when you're on the go.

Style tips:
Available in classic black & white, this ultra-cozy jacket is made for layering. Wear unzipped with your favourite flannel shirt and pair of jeans for an easy, cool weather look.

Model is a size 32x32 jean, wearing size Medium in this style.

Osha Sherpa Jacket

Why we made this:
An outerwear piece made to complete the outfit. Outfitted with warm, functional pockets for when you're on the go.

Style tips:
Available in classic black & white, this ultra-cozy jacket is made for layering. Wear unzipped with your favourite seasonal sweater and pair of jeans for an easy, cool weather look.

Model is a size 26 jean, wearing size Small in this style.

Martin 1/4 Zip Sweater (Coming Soon)

Why we made this:
A cozy, yet polished, layer to wear through the colder months.

Style tips:
Wear zipped down with the Clifford oxford shirt for a dressier look, or wear over an essential tee and puffer vest for an elevated, yet casual outfit.

Model is a size 32x32 jean, wearing size Medium in this style.

Meribel Parka

Why we made this:
Every Canadian closet needs a hard working parka, why not have one that looks great too?

Style tips:
Bundle up and get outside! Layer this jacket over your favourite sweater or hoodie and top off with a scarf, hat & mitts. Rated for weather ranging from -15 degrees Celsius to -20 degrees Celsius.

Model is a size 26 jean, wearing size Small in this style.

Summit Hooded Puffer Jacket

Why we made this:
Every Canadian closet needs a hard working parka, why not have one that looks great too?

Style tips:
Bundle up and get outside! Layer this jacket over your favourite sweater or hoodie and top off with a scarf, hat & mitts. Rated for weather ranging from -15 degrees Celsius to -20 degrees Celsius.

Model is a size 32x32 jean, wearing size Medium in this style.

Preston Puffer Vest

Why we made this:
Add warmth while complementing your outfit.

Style tips:
This versatile style is the perfect outfit completer for over a button front shirt, hoodie, or cozy sweater. Available in two easy neutrals that work with nearly any top option.

Model is a size 32x32 jean, wearing size Medium in this style.

Tawny Johnny Collar Sweater

Why we made this:
A cozy sweater with a statement collar is both on trend and a versatile wardrobe piece!

Style tips:
Layer under a leather or denim jacket to complete this going-out look. Go for a jacket with a wider shoulder or oversize fit to accommodate the collar detail.

Model is a size 26 jean, wearing size Small in this style.

Nicki Square Neck Satin Top

Why we made this:
A pretty little top to complete your "jeans & a nice top" outfit this season.

Style tips:
The drapey fabric of this top make it perfect to wear untucked with your favourite bottoms.

Model is a size 26 jean, wearing size Small in this style.

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Up to 60% Off Silver Styles

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Up to 60% Off Silver Styles

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Offer valid on select styles as marked. Cannot be applied to previously purchased merchandise. Bootlegger reserves the right to limit combining any other offers or coupons.

Extra 25% Off Clearance

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Extra 25% Off Clearance

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Offer valid on select styles as marked. Cannot be applied to previously purchased merchandise. Bootlegger reserves the right to limit combining any other offers or coupons.

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20% Off Graphic Tees

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