IF I had to pick one city that was the ideal north americain city to live in, it would be Toronto. Its a cultural center, a buisness center, everything. I visit there a lot, and I really wished I lived there.
I think that Toronto has definently one of the best skylines i nthe world, its not to crammed, and not to sparce, and the CN tower in the crown of it all. I also like some of the suberb arcatecture, however some of that can be terrible.