Monochromatic Fall, Toronto Street Style
On a windy day in Toronto, a black monochromatic fall outfit is the perfect look. Topped off with a pair of grey creepers found at Docker's on Queen West complete his look.

What’s your Colour, Toronto Street Style

Laid back in leather, Toronto Street Style
Low slung and patched denim paired with a worn in leather jacket and boots has a relaxed feel with a rock n' roll twist.

Black & Gold, Montreal Street Style
Black and gold makes for a standout palette on a balmy Fall day.

Bloor Street West, Toronto Street Style
Spotted a few blocks away from Bloor Street West in Toronto were chevron shapes, courtesy of TopShop. The twisted updo, cat eye sunglasses, red lips and slouchy trousers finish the look in a quintessentially cool fashion.

Falling into Transition, Toronto Street Style
Here in Toronto, we waken to the cool fall breeze, and are welcomed by the sun around the early afternoon. In this transitional period from warmth to cold, these two have it down pat. Mixing a lighter summer shade with a darker from your fall collection is the perfect way to welcome the colder season ahead.

Faded Denim, Take 2 – Happy Sunday Market, Rome

Faded Denim, Happy Sunday Market – Italy, Rome

The Classics, Montreal Street Style

Spotted Leopard, Toronto Street Style
On a blustery day in Toronto, a cardigan under a leather jacket adds both visual interest, and a cozy fall feeling. Leopard print plugs and brown dress shoes are a strong start and finish.

Hey Mickey, Toronto Street Style
The suspenders, mixed fabric layers, and fur tail add a personal flare to the classic Mickey Mouse.

Michael Kors Wedges – Toronto Street Style
"My favourite part of this outfit is my shoes," she says. "They were a gift to myself." Her wedges are by Michael Kors and are called: KORS Michael Kors Cassidy Wedge.

Maxi Dress, Toronto Street Style
With a classic combination of black and grey, this stripped maxi dress makes her look tall and lean. On a warm October day, such as this, why not take your cute pair of espadrilles for one last spin?

Colours of the Earth, Montreal Street Style

Happy Sunday Market, Rome

Fall Flowers, Toronto Street Style | StreetScout.Me
A printed shirt from Toronto's vintage fashion mecca, Kensington Market adds a touch of whimsy to this all-black ensemble. Proof that floral prints aren't just for the summer months anymore. Shirt- Vintage from Kensington Market Tank- Forever 21 Leggings- American Apparel

Candy & Son – Sherbrooke Street West, Montreal | StreetScout.Me

Where’s Waldo – McGill University, Street Style | StreetScout.Me

Rock Inspired in Rome, Italy

Harem Pants – Rome, Italy Style
Soft and slouchy, harem pants make for a casual, laid back look.

A Shoe In. Happy Sunday Market in Rome, Italy

Natural Chic, Vintage Details – Rome, Happy Sunday Market

Happy Sunday Market – Rome, Italy

Nautical Stripes, Happy Sunday Market – Rome, Italy

Fresh Chic Blue – Vancouver Street Style

Military look, Vancouver Street Style
Blending a lightly touched military jacket with khaki pants is simple yet cute. The shape of the jacket especially the bottom part with rounded edge makes her look stylish. She is welcoming the fall season with warm tones.

Fall Outerwear, Montreal Street Style
Outerwear pieces in warm tones of orange, brown, green and grey make the perfect Fall pairing.

Street Style Scouting – Fall, Montreal

Crochet for Fall, Montreal Street Style
Crochet details are remixed and remastered for Fall 2011 with easy sweater silhouettes.

Rainy days, Montreal Street Style

On the streets, Montreal

On the streets, Montreal

St. Catherine, Montreal Street Style

Danger, Yellow!

Concordia Arts, Montreal Street Style

Influence U worker, Montreal Street Style

Tattoo Musings

Stopping Traffic, Toronto Street Style

On the streets, Toronto

Spotted on the skytrain, Toronto

Montreal, in the Plateau – St. Laurent

Rapper Chic, Montreal Street Style
The Plateau in Montreal never lets down when it comes to randomly spotting a stylish hipster...or in this case, a stylish rapper. Eric Seba Brousseau aka Karaoke King can be found at http://mcbrutalll.tumblr.com/

Ray of Light, Toronto Street Style
It was hard to miss this stunning and colourful outfit walking down Queen West on an overcast day in Toronto. The bright aztec print and mustard coloured cardigan pair nicely with fitted jeans and boots. An equally bright smile adds to her appeal

East Meets West
Blending Tokyo street style and North American urban wear, this Japanese exchange student gives us the best of both worlds. The fitted cap, chain, Rock & Republic belt and sick kicks turn up the swag factor. Oh you fancy, huh?

Spotted on the street, Montreal
No city compares to Montreal when it comes to the stylish guys. Transitioning into Fall, the hat, scarf, blazer and faded jeans make for the perfect look.

Transitioning into Fall Fashion, Toronto Street Style
Denim on denim is always hard to rock but this Queen Street Wester owned this outfit walking down the street. The warm browns and burnt orange scarf are reminiscent of the leaves changing and autumn strolling into our lives. Her summery tank top transitioned easily into layering weather with a light denim jacket and dark wash jeans for a more mature, fall colour.

Minimalism, Toronto Street Style
A plain denim top paired with fitted black trousers and a bow tie offer a simplistic and modern approach to office attire. Plus, bow ties add character to any outfit!

Street Style, Literally
Combine print + an exposed back + a feminine bow and you're sure to get an eye-catching top that's bound to stop anyone in their tracks. Add a quilted purse and peep toe heels in the mix and you're ready to hit any King West hotspot in style.

Red, White & Blue, Toronto Street Style
The all-American colour combo is anything but ordinary on this Queen Wester. Her chocolate-hued boots and fedora help bring a summery gingham shirt into the autumn season.

Details, Details, Toronto Street Style
Fall is around the corner but, that doesn't mean you need to give up on comfy summer tees. Working as a cut and colour specialist at one of downtown Toronto's premiere hair salons, Michael definitely know what looks chic. From the lapels on his vest to his unique belt placement- this jeans and tee combo mixes everything we love about both seasons.

Street Chic in Proenza

Shoe Spotting.
Navigating the streets to get from one party to the next can be difficult, especially in stilettos. Leave it New Yorkers to get the job done right.

Stripes & Cardigans

Rugged Outerwear
Keep your street style cool all season in high-heeled hikers, rugged carryalls and shearling accents.

Get into the Layering Game!
Fall weather keeps us on our toes - from balmy days to cold, you always need to be prepared for whatever mother nature might bring your way. It's also why Fall is one of our most loved seasons. It means we get to wear layered looks that look cute no matter how many you put on or take off.

Two of a kind

Like them Shoes
Rugged & undone vs. dressed to the teeth. Either way, these two are making a statement.

Red Hot Rockin’ in Montreal
Blazing her own stylish path on the streets of Montreal