I really wanted a G3 iMac and the original 5GB iPod, and later the G4 iMac. I was 13 at the time though, and my dad wouldn't let me get a Mac--he said it wouldn't be compatible with anything. Instead, I wound up spending all of my savings ($1000) on building my own PC. After 2 years, the PC was already falling apart. It was loud, unreliable, and needed 3 reformats in 2 years using Win2K. And the most ironic thing was, Win2K wasn't compatible with a LOT of programs anyways!
My dad's own Dell laptop (which he spent $1800 on!) needed 3 new hard drives, a new keyboard, and yearly reformats. The other Dells in his lab were also terrible and constantly breaking.
My dad eventually realized how much trouble I was having with Wintel and bought me a 12" Powerbook after I worked for him for a summer after my sophomore year of high school. I haven't gone back since, and the PB is still my main machine. I bring it back and forth to my internship every day and do a huge amount of work on it, and at school I'm always using it to take lecture notes (using OmniOutliner), write papers, etc.
I actually just acquired a G3 Snow iMac identical to the one I originally wanted to buy over 6 years ago. I'm writing this on the iMac right now, in OS9
