The Top 5 coolest things about T.O. in my opinion, in no particular order:
1. The TTC - at least it used to be. Last time I rode the rocket it was still the best way around the city.
2. Vespas EVERYWHERE.
3. Avenue Road - truly the coolest and most fun route downtown, as long as you know which lane to be in, when. Bayview extension and Mount Pleasant are good, but not until after St. Clair. There is no good way out of the downtown core, unfortunately.
4. Zipcar - truly cool. My Volvo by-the-hour today was a bright blue S40 named "Sundin". $9 an hour +/- all in.
5. The Mighty Q - Q107 especially Kim Mitchell's show, especially Psychedelic Snack daily at lunch hour, especially Psychedelic Sundays.
The most uncool thing? They truly don't know that they're NOT the centre of the universe. Completely oblivious. It's like a scene out of The Hitchhikers Guide to the Galaxy.