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 was totally sucked into the world when I first played it as a kid. The balance and trade offs between tech and magic are awesome and the incredible dialogue and (OK from what I remember) story makes this one I come back to every once in a while.
I don’t think I ever actually have beaten the game though – but I do that with nearly every game.
SimAnt holds deep reverence with me since I remember playing it at my friends house all the time as a kid.
Lands of Lore, Ultima Underworld, Wing Commander, and Master of Orion, because I played them with my brother all of the time.
And Police Quest and Number/Word Munchers because they were some of the first I played in school.
The Moraff adventure games. Moraffs World and Moraffs Dungeons of the Unforgiven.
Also Castle of the Winds.
It’s either tough or impossible to get purchased copies of any of them now, but that means there are sites willing to host the full unlocked versions of them now. As far as I know, the creators of both are still alive though. So I suppose if you tried really hard you might still be able to get money to them.
In both cases they were games I played when I was a kid and they stood out as games I wanted to come back to when I was less bad at stuff. And in both cases I did, and little me was right.
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.
Me and my sister were crazy about Zoo Tycoon, but we weren’t super good at it. We would run the zoo into the ground and then release the T. Rex.
Releasing the T. rex and plopping guests into the shark tank and removing the ladder were important parts of a successful zoo. I wish the Zoo Tycoon series kept the same level of freedom the original has, the new one was depressing to play.
The Commander Keen series.