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Founded in 1998 in Kingston Ontario, heel boy has been offering a unique shoe shopping experience for 15 years. Owned and operated by Chloe Raincock, heel boy offers something for everyone. For a hot date, snowy afternoon in the park or a rainy early morning, girls (or boys) night out, power lunch or casual dinner, you can find something for every occasion at heel boy. Our dedicated sales staff will help you solve even the trickiest shoe dilemma.