posted by The Prep Guy September 20, 2018 0 comments

This post is in partnership with DSW Designer Shoe Warehouse Canada

Hey Prepsters,

Fall time is here and my pick of the month from DSW Designer Shoe Warehouse Canada is here! I was first introduced to chelsea boots 4 years ago when I was scouring the internet for fashion week street style – and I quickly realized that the shoe had become a fall fashion staple for the sharpest men everywhere. That’s why I had to pick these gorgeous Kenneth Cole Reaction ones from DSW!

About the Shoes

The Guy Chelsea Boot  by Kenneth Cole features a supple leather upper, a d-ring on the back (to help you pull them up) and tonal elasticized gussets for extra comfort and style. I love how simply uncomplicated the design is but so sleek at the same time.

Chelsea boots are extremely versatile and are a no fuss shoe, and work well with every man’s wardrobe. You can even pair these tan chelsea’s with a grey suit for a more business formal look.

The Guy Chelsea Boot is available in 2 different colours (tan and black) and can be found in-store and online at DSW Designer Shoe Warehouse Canada for only $139.99.

Click here to shop the Guy Chelsea Boot by Kenneth Cole Reaction at DSW Designer Shoe Warehouse.

About My Look

For this look, I paired my boots with a beautiful tan and navy striped sweater – to coordinate with the tan of my chelsea boots and the navy of the socks. To break up the look – so that it wasn’t too matchy-matchy, I opted for a grey neoprene coat – which also tied in with the grey polka dots on the socks. To complete the look, I accessorized with my beautiful Gucci aviators which feature a grey frame and a blue-grey lens.

For more fab shoes, be sure to check out DSW Designer Shoe Warehouse Canada in-store and online at

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