I'm in my early twenties, so perhaps still a child in the eyes of many Apple lifers here, but I've actually never owned a PC in my entire life. I grew up with Mac Classic, flying toasters, Escape Velocity, and Exile.
I've personally always wanted to own an iMac G4. In fact, for my first computer, I had planned to buy a used one, but ended up saving up for a PowerBook G4 (that I recently rediscovered and got back into working shape). I also really wanted a Power Mac G5 back in the day and a PMG4 MDD.
Right now, I'm tempted to pick up a Pismo, mainly to mod the hell out of it and upgrade it to no end.