Ahh, weather. I knew you well...
I've lived in some funky weather regions.
Rochester NY - Not so much worried about the kind of weather that kills you (although there have been some great lightning shows there - once on July 4th!), but Rochester and it's cousins (Buffalo, Oswego, Syracuse, and Erie, PA) have some of the worst snow I have ever seen. Snow drifts that reach second and third floor windows, cars that get buried, abandoned, and aren't found again until the Spring, and icicles that double as broadswords were the norm. Kids in Rochester never got a break. Snow would fall over night and there would be 3 feet of new snow on the ground, but school was never cancelled. If you were two states down, a state of emergency would be called. Of course there was the Ice Storm of 1991...
Erie PA - Just as much snow as Rochester, but with added tornadoes in the fall. My windows were blown in on my college apartment building, and 2 buildings in the housing complex just to the north of me were demolished during a tornado.
Orlando - Ugh. Along with the insane heat and humidity, there's the threat of hurricanes, tornadoes, and every day at 3pm, the worst thunderstorm you can imagine comes through and wreaks havoc. I also had the great honor of living in Orlando during the Summer of Forest Fires. Every day during the summer a new fire would start somewhere in Southern Orlando. The inside of our place smelled like a campground and driving was awful on some of the expressways due to smoke.
NW Suburbs of Chicago - Tornado warnings and thunderstorms practically every week this summer along with frigid winters and huge wind gusts make Chicago my least favorite weather city I've lived in.
Just needed to vent!