I really enjoy Calgary, being so close to the Rockies and have great friends here so wouldn't want to move. That being said, the cities I could see myself living in, in no particular order:
Montreal
Edmonton
Ottawa (visited 4 times from ages 12-21 and have a fondness for the city)
Winnipeg (I did research and its kind of like a sister city to Buffalo
but may be too cold for me)
Saskatoon (might be too cold for me/may be a tad small, but growing at a rapid rate! the estimated population is now 249,000
)
Toronto is too large for me, although I've always enjoyed myself when visiting the city. growing up close by in Niagara I took it for granted sometimes.
and Vancouver gets too much rain/doesn't get enough sunshine
people can mock Calgary for its young age and stereotypes, but it's evolving daily, and is the sunniest major city in Canada. The weather can be -20C in winter, but if the sun is shining brightly everything seems alright.