For me, it was the game Rocket Jockey released by Sega Soft in '96. It was perfect. The game featured a surf rock soundtrack by Dick Dale. The entire premise of the game was to ride around on rockets and using long cables to yank your opponents off theirs. Referees were also fair play. I don’t think I’ve met anyone else who has played the game, so if you have, let me know!
I remember the death messages of Castle of the Winds: RIP Killed by Huge Ogre or RIP Killed by Kobold. I had never seen or heard of an Ogre before and thought it was “org” so I pronounced it that way too for the longest time. Until Shrek was released.
I vaguely remember the death message said “another one bites the dust” and I had no idea what that meant.