With the big day less than a month away, it’s time to start looking to buy gifts that say “I love you” for your significant other, and even for yourself! We’ve come up with a multitude of ideas based off of our products to make your “V-day” shopping that much...

The rough seas, a slippery deck and a struggle for sure footing almost cost Paul Sperry his life; and began his long and ambitious quest for a solution. One day in 1935, after watching his dog dart effortlessly across the ice on a cold Connecticut day, he was inspired to...

When you work around shoes, chances are you’re going to want to take them home with you too. Here at Heel Boy, you can be sure that every member of our team has a personal list of favourites. Here are all the top picks from our store staff to stay...

Get ready for an inventory clearance! Take a look at some of the styles we have in our sale collection to save some cash on a beautiful new pair of shoes! Below we’ve outlined a highlight of some of the great stuff we have discounted for the new year. Heels...

Cold weather got you down? Whether you’re headed abroad to explore cities in Europe or flying down south to soak up the heat in an all-inclusive, we’ve got you covered. Made especially for the snowbirds, this blog will tell you everything you need to know to plan for a successful...

It’s that time of year again! The holidays are about to come to an end and we’re about to celebrate the start to a new decade! We’ve made an outline of the best looks to show off this New Year’s Eve, no matter what it is you have planned! The...

Did anyone feel as though 2019 just went a little too fast? Here at Heel Boy we’re still eager to indulge in the last remaining weeks of this season as we reach the final stretch before the holidays. Now’s the time to really spoil yourself with all the joy that...

December has flown by and if you’re anything like me, you’re far out for checking off your holiday shopping list. We at Heel Boy want to make these next few weeks a little easier for you, and that’s why we compiled a little list of no-fail-items for you to pick...

What better to remind you that you’re in Canada than the diverse sprinkling of ice rinks all over the GTA? No matter where you are, there’s a good chance that you’re near one of them, and close enough to a skating opportunity. Bayview & Leaside offers a recently refurbished rink...

In the winter, our shoes go through rain, snow, mud, slush, salt, and a range of other street dirt and chemicals. By winter's end, poorly cared for boots will fall apart or simply look shabby. Keep them in good shape so they'll see you through multiple years. To avoid ruining...

  It’s officially December! Which means that Torontonians are bustling to get in on all the holiday events popping up over the GTA. We at Heel Boy can’t wait to join the fun. Continue reading to get filled in on all the happenings Toronto has planned for December! Home Alone in...

The Fitzroy Have a packed schedule of events but sick of everything you own? Skip the stressful mall, the $500 dress and the overstuffed closet and embrace the rental revolution. Stop buying one-wear dresses and look to Fitzroy as your rotating closet instead. Fitzroy is a local company that has been...