Chronologically,
Apple ][+ and //e, TI-99/4 in school.
TI-99/4A at home, Atari 1200XL at school.
CoCo3 (briefly) then Commodore 64 at home, Mac at school.
VIC-20 at home (my C64 died, so this lasted until I bought a replacement.)
Commodore 128D at home, IBM System/34 and Mac at school.
Amiga 500 at home, DOS machines at school.
The Amiga 500 lasted many, many years, even once I got my built my first Windows 95 computer, then on to Windows 98. In fact, my first real in-use Windows machine was in 2000. At some point in there I got my A4000D as well.
I included the machines at school because I actively programmed or supported them. In particular the System/34. I helped admin the two machine "network" at my high school, learned OCL and menus, and what-not. Fun stuff, actually.
During all of this, I started a "business" repairing 8-bit machines and peripherals, in particular Commodore and Atari stuff. I picked up an 800XL and 1050 floppy about (dear, God!) 20 years ago, and I haven't used it but a few times. I would like to build up my repertoir of Atari stuff. Oh, and my grandfather had an Atari 520ST which I enjoyed, but no where as much as my Amiga. I would like to get a hold of a "modern" ST system, though.
Colleagues call all of this "mental masturbation," but it helps keep me sharp, maintaining and learning from all of this stuff. Much the same way that Solaris does not make me a lot of money right now, but the job prospects to support it (untill Ellison gets hold of it, I suppose) are great.