My first experience was with two floppy images I found on “So much shareware! Vol.2”.
It was labeled Linux 0.99b, no distro. It was not of much use to me at the time.
A couple of years later I got my hands on Slackware 2.0 on CD. So much time spent compiling your own kernel, because no modules and the whole thing had to fit in main memory (640kB). So much time spent fiddling with xf86config hoping you wouldn’t fry your CRT.
Good times.
Then came gentoo, which had package management. No more did you have to browse sourceforge for endless dependencies to install something. No more did you have to re-install slackware on your root partition to update. So user-friendly in comparison.
We spent a lot of time on IRC.
MUDs kind of bridged the gap between IRC and games.
I remember spending a lot of time playing abuse, snes9x, quake + team fortress and quake2 + action quake.
Slackware in 1997.
I ran it on a 486SX/40 with 32MB of RAM and a 2GB harddrive.
It turned me into the man I am today.