I started with RedHat 5.2 in '99. I think the distro I put on the G3 at the high school was LinuxPPC.
SuSE 6.3 was great - there was so much software on all the CDs.
I liked how the dev version of Mandrake had really current packages so I upgraded my live running system from SuSE to Mandrake Cooker. This was a terrible idea especially since that was still before the Filesystem Hierarchy Standard. I made it work.
I rebuilt and modified Mandrake and made my own version which I called Malcolm Linux (with the Malcolm X Window System of course)
After I while the folks at the Rice Linux Users Group sold me on Debian
Debian ran too well - I missed fixing things that broke. So I installed Gentoo, which provided countless hours of fun.
When I wanted things to work well again I switched to Ubuntu and that's where I'm at now. I maintain a PPA of a few modified packages, but mostly it does everything out of the box.