Toronto would be cooler if people read more fiction on the subway. 

Toronto would be cooler if there were more neighbourhoods like the Annex.

Toronto would be cooler if people talked to each other more in public. 

A little streetcar chitchat, par example, serves to diffuse the tension and can actually help us chickens all cooped up on the daily commute get along better.

Toronto would be cooler if TTC drivers of bus, streetcar et al.were less angry.

Toronto would be cooler if people went out more at night, every night; yes that means even weeknights. And going to movies or Pizza Pizza does not count. Driving to your nearest Boston Pizza would be even worse. (Going out for pizza, in general, however is highly recommended, just not of the crap franchise variety.)