My first experience was Windows 95. I remember not long after that, my dad acquired a bunch of old 386 and 486's. That's when I learned about windows 3.1. I'd much rather use DOS over Win 1, 2, or 3 any day!
I also remember when Windows XP came out. I loved my 98 SE rig so much I didn't upgrade it for a long time. I had that rig for about 6 years or so. That was my first custom built rig. I even installed a 2nd power supply to power all my fans so if I didn't need the extra cooling, I could turn off that power supply and the rig would become silent. I had to install that 2nd power supply in the CD drive bays, it took up the space of 2 of them and was a real tight fit.
I later purchased another rig from Best Buy (also Windows 98SE) and proceeded to kill it by OC'ing it and not upgrading the cooling system (and never turned it off for 6 months!), so my old custom rig got pulled out of retirement. I learned more from trial and error back then than any school could teach.
In a way, I pity today's youth. The technology is already so well developed. I remember freaking out when CPU's were trying to hit the 1Ghz mark. Seemed like it took FOREVER to go from 800Mhz to 1Ghz. That was so mind blowing at the time. Hopefully the milestones we continue to reach are just as exciting to today's youth as the 1Ghz mark was to me back in the day.
EDIT - I wonder if it'd be possible to run Windows 1 on a Commodore 64? (Yeah, I know it would have to be re-written, or re-compiled in some way first) Hmm... Might have to break out my Commodore 128 and install the 512K additional RAM module for that one! 640K FTW baby! That should be enough for anybodyEdited by Razinhail - 3/8/11 at 10:06pm