Hey, they don't call AC "SuperBoy" for nothing. If that's the definition of "cool" — merely owning a mac — then count me out forever. In 1984, macs were cool. In 2007, macs reinforce the old Barnum & Bailey dictum: There's a sucker born every minute! (sung by wonderful Michael Crawford)
I could make a list, but start with Office 2007. Mac ain't got that.
Gaming. Macs don't do that.
Price/Affordability. Macs never went there.