My mom worked at a community college and got a great deal on an Apple IIe sometime in the early 1980s. That was the first computer I used. I became obsessed with Oregon Trail, Logo, and Fredwriter.
I remember for my 7th or 8th birthday or so convincing my dad to spend nearly $200 on the Apple Mouse for it. That computer was the main computer in our household for almost a decade.
Then circa 1992 we bought a Packard Bell 286SX (the SX meant you could push a button to *turbo* mode to get a whopping 16Mhz instead of the standard 8Mhz). It was a crappy computer but lasted until we got a Hewlett Packard 486 or Pentium (I forget) right after Windows 95 came out. This was the first computer I put Linux on (from a set of Slackware floppy disks I ordered on the fledgling World Wide Web), and I never really went back to Windows after that except for required college software and such.
For college I bought a Gateway Pentium II, 266 Mhz I believe. When I quit computer engineering as a major, though, I quickly sold it and went back to Apple for my everyday computing, going through a wide variety of used Performas and early PowerMacs, along with a Sun SparcStation IPX (running Solaris) and an IBM Thinkpad with Red Hat Linux (and sometimes FreeBSD or Debian).
Not till I went to grad school did I get a modern Mac, a white G3 iBook. Since then it's been a G4 iMac (Sunflower kind), a PowerMac G5, and now the MacBook.
--Chris