Santiago, Chile - If I could only find a decent job there...
Dallas Ft.Worth ain't bad. Also partial to Vegas.
Places I've lived that don't measure up to those two:
Manhattan, Brooklyn, D.C., Los Angeles, Buenos Aires
Places I've visited that didn't seem to measure up (not as good a sampling)
Philadelphia, San Francisco, Miami (althouth South Beach is cool), Chicago, Denver, London, Madrid, Houston
Places I'd like to know more about - seem pretty cool
San Diego, Austin, Atlanta, Charleson S.C., Montreal, Ottawa