Hmmm....I'd be lying if I said I knew where the "bobber" scene was, especially in Toronto. The city proper is lousy with sportbikes. It's too bad you aren't here for a Friday the 13th. Tons of great bikes down in a small town called Port Dover that's about an hour and a half from here.
However, if you're looking to get a bike to rent you can try Harley Davidson of Toronto(www.hdto.com) as they rent bikes in the style you are looking for. I'll warn you in advance, rentals are hideously expensive in Canada relative to pretty much anywhere else. There's not much of a market for it (especially in Ontario) so therefore the ones that do exist are super expensive.
I hope that helps. Hopefully someone can tell you some places to check out the bikes you are looking to see!
Nice bike btw!
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