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!
So there’s this old DOS game called ‘Archipelagos’. You just wandered around this weird checkered liminal space looking for obelisks. I dont remember much more than that but it was just such a weird and different game and I loved it.