1985 - Pioneer Monitors. Awful but free.
1988 - Onkyo floorstanders. Yes, that Onkyo. Had 12" woofers which, at that time, seemed bitchin'.
1991 - Infinity monitors. Sealed, sounded great, looked classy. Too bad I sold them.
1999 - Klipsch RB-3 monitors. A classic "what was I thinking" situation as I half-heartedly got into home theater. They sounded bad from the start and never improved. At least they were cheap. My kids will hate me for passing them down when they're old enough ... the kids, not the speakers.
2003 - JMlab Cobalt 816S floorstanders. Finally stuck my toe into the deep end. Really like these speakers. See my system page for more details.
???? - Dynaudio floorstanders. Need spousal approval which is an indeterminate number of years away.