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When you're dating in Toronto in your 20s, there are a handful of universal characters you're bound to run into, and you may even get attached before you know it.

These canon events will mark up your decade like footnotes in the chapters of your life. Or at least, that's what they did for me as a woman dating in the city.

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How many dates should you wait to have sex?

When to put out has been debated for years, and the ever-changing number always feels like it's somewhat rooted in a mixture of misogyny and personal best practices.

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Autumn is creeping up and just as the leaves are destined to fall, single people everywhere will inevitably be asked if they're seeing anyone at Thanksgiving.

I don't know what it is about the shift between hot summer nights to chilly mornings that makes people crave companionship but I see the phenomenon everywhere.

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Have you ever let things go a little too far while hooking up in public?

Hey, we've all been there –one moment, you're passionately kissing on the street, and the next, you snap back to reality and save it for home... or the nearest bathroom with a lock.

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Dear Brooke, I just moved to Toronto from India and am starting to explore the dating scene. What are some things to avoid doing on a first date in the city?

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