I don't know how obscure it actually is, but I played the hell out of Threads of Fate when I was a kid.
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Fantastic soundtrack on that one.
Yes!! Super good.
Is a game like Vib-ribbon or Devil Dice considered obscure? Because those would probably be tied for my choice.
Road Trip Adventure
Quarantine the killer taxi game including the australian alternative rock soundtrack https://en.m.wikipedia.org/wiki/Quarantine_(video_game)
Classic, I had the demo on a coverdisk, played it several hundred times for a few years before getting the game.
Breath of Fire 2 for me
I think the last game I bought for my 386 was Nomad. ISTR having to make space since it required like 9Mb of the 40Mb drive.
30-polygon-per-ship level 3-D space RPG with limited combat sequences. I think I played it wrong because I seemed to walk largely linearly through the story and defeat the Big Bad without seeing more than 1/10 of the galaxy
Whiplash!
https://en.m.wikipedia.org/wiki/Seiklus
Great game. Seems simple at the start. But it's deeper than you'd think. Beautifully made game.
M.C. Kids for the NES. It was a rock solid platformer held back by the McDonald's theming. It was a bit too hard for the target audience, but it's a fun romp otherwise.
Disney Princess is a very underrated gba game and that's the hill I will die on.
Is The Last Blade obscure or just old?
Tomba 2 baybee