The iMac was the epitome of cool back in 1998. The G4 was cool in 1999. The G4 Cube was cool in 2000 and the G4 Powerbook AND the iBook were cool in 2001. Cool is something that some people, and some companies, just don't understand. Cool is not about wearing the hippest threads and listening to the latest music but rather striving to be different.
Class is much easier to understand.
Jobs, the CEO and sometime tyrant of Apple may not be the easiest guy to get along with but the guy does have class. I guess it's a description of self-respect and pride in your own self. Everyone should have this. It's okay to joke and poke fun at yourself but make sure that you want to do that. Some people, and some companies, don't understand class.