ConvenientBox said:
I wouldn't call myself a pessimist, as there are good qualities to Toronto, it just isn't a world class city. From an outsider looking in, it must seem great - but I've been here all my life and have seen the cities underbelly and it isn't what it's cracked out to be. I mean if you don't like the nightlife scene there's pretty much absolutely nothing to do here, for one example.
We don't go out for the nightlife at all, and enjoy plenty of what the city has to offer. Like I've stated before, I am always impressed with the amount of green space in Toronto if you step outside the 2kmx2km radius of 'the core'. The ravine system is one of the best features of the city.
Toronto has plenty of eatery options as well, many being well hidden down side streets, or out of the way neighborhoods. Toronto is slightly below par on gaming / comics / Japanese-import centric shops compared to some cities, although it's been improving slowly. Every neighborhood has their own unique set of mom n' pop shops worth checking out. Just keep in mind Yonge St and Queen St in the core don't really represent the city that well, with their cookie cutter large franchise shops (how many damn Ardenes do we need?)
And of course Toronto always has events, expos, parades, festivals, farmer's markets and any number of live performances going on every day of every week. If you're looking for 'something' to do, the choices are there.
Really, people that find Toronto boring don't go out of their way enough to check out what's going on. There are dozens of neighborhoods in the city that go unnoticed even by residents that have been here for years. Take time to actually explore your city and you'll discover plenty.