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I live in Toronto, what about you? I am still hoping to make it to the heel meet in Toronto that iloveboots is organizing but I have yet to decide. It's all about confidence and finding he right heel as this would probably be my first time out in plain daylight and walking in them for a prolonged period of time. When it comes to heels I'm more of a sandal/pump (stilettos) person. I do enjoy boots but mostly the ones with platform and stiletto. However, I have recently started liking some boots with a more chunky heel. What size do you usually wear?