First Mac I ever touched was an SE.... way back in late eighties when my dad brought it home from work (he worked at KPMG, when they were all Macs...)
It ran System 6.whatever, and had the multifinder option!
Later, somewhere early nineties we got the LC 4/40. That had System 7 on it, and had a colour screen!
But, I first actually used a Mac myself when OS 8 arrived.
Got my first Mac-related job in 1999, and have been a fanatic ever since.
I personally loved the Mac OS X-development...
Was given Rhapsody Server, and via Hotline (remember that??) I tried to get hold of all the Developer Previews of OS X before the Public Beta was available. The transition from Rhapsody to Mac OS X was fun to follow (from "Platinum"-style interface to fully Aqua)