THANK YOU FOR YOUR SUPPORT | SCHEDULED CURBSIDE PICKUPS

SLEEK STYLES

NEW ARRIVALS
SLEEK STYLES

COOL FOR SUMMER

SHOP MEN'S
COOL FOR SUMMER

STYLE STAPLES

SHOP PURSES
STYLE STAPLES

SHOP SMALL 🖤 SUPPORT LOCAL

Proudly serving Canadians for over 23 years + over 50,000 shoe lovers worldwide. Thank you for your support!

JOIN OUR TEAM:

heel boy is looking for an energetic and motivated professional to join our growing team with opportunities in Sales and Fulfillment.

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SUMMER STYLE

With new styles arriving weekly, it can be hard to pick just one favourite.

Scheduled Curbside Pickup

Our Kingston & Toronto boutiques are temporarily closed, but offer scheduled curbside pickup

Shipping Delays

Canada Post is experiencing delays. Shipping times might be affected. We thank you for your patience. 

Questions? Let Us Help

📧 info@heelboy.com 📞 (416) 367 4335

EVERYDAY ESSENTIALS

Browse our wide selection of men's summer arrivals from notable brands.

Unbelievable customer service... went above and beyond what I had hoped for to ensure that I received my package before an unrealistic deadline ...Thanks you so much.

Rob K.

Delivery was fast, considering the back loads from the pandemic. Love your selection of boots and shoes.

Wendy G.

Exactly what I was looking for. Will order from heel boy again. Great Service!

Louise G.

Everything was fantastic with this transaction. Great product, great service, quick shipping!

Brianne F.

Excellent service ... my parcel arrived within a week ... will definitely be buying from Heelboy again

Nuria F.

Great customers service.

Isabelle D.

Shop the look

Shop the look

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Textural Treats

This summer, we are all about adding interest to our shoes with TEXTURE! Whether it be beautiful braiding, pretty woven features, or intricate leather details we love the visual dimension...

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The White Sneaker Shop

Season after season, white sneakers are a wardrobe classic and a fashion lover's go-to for good reason! They can be chic and timeless, playful and trendy, or be emboldened with...

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