Diablo 2 required OVER 1GB of hard drive space to install and 3 CDs. Computer game install sizes are getting out of control.
N64 with 4 controllers and Forsaken while getting a sweet sweet 15 frames per second of motion sickness-inducing awesomeness.
LAN party just to play the Unreal Tournament demo.
Discovering you could use 3333333333333333333 as the CD key for Starcraft.
Heroes of Might and Magic hotseat multiplayer games taking all weekend.
xvid movies that would fit on a CD-R
"Have you guys heard of this broadband thing?"
Monthly nerd conclave to install Linux from the latest Linux Magazine CD. Mandrake has this new KDE 1.0 thing, looks neat.
Magic: The Gathering - Coat of Arms is dumb why does he have 2 of them AND Slivers??!
WAAAY before that: MUDs via BBS (and later Telnet/zMUD 5.55)