Is a game like Vib-ribbon or Devil Dice considered obscure? Because those would probably be tied for my choice.
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https://en.wikipedia.org/wiki/Rock_%27Em_Sock_%27Em_Robots_Arena?wprov=sfla1
Rock 'Em Sock 'Em Robots Arena was pretty good. A robot fighting game where you could focus damage onto specific parts of your opponent to knock them off. Not only would they be unable to use that part in that match, but then you'd have the option of swapping out your own parts between matches in the tournament mode.
I'm not particularly fond of fighting games, but the gimmick really drew me in to this one. I remember a lot of fights where I had to choose whether to prioritize just plain winning vs trying to get a specific part for a build.
Quarantine the killer taxi game including the australian alternative rock soundtrack https://en.m.wikipedia.org/wiki/Quarantine_(video_game)
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?
Hey, I have played it.
NFS Porsche Unleashed aka Porsche 2000 for PC. It had great physics and tons of realistic modifications you could purchase for every car. So many details in the game that made it truly great.
One of my favorite NFS games. I love how you work through the history of Porsche starting with their old cars.
Also had a GBA port that was... eh.
I bought it to support the devs, Pocketeers, who were shopping around a straight-up GTA clone called The World Of Crime. On GBA. And it looked properly fucking sick, with boxy 3D characters and cars and so on, unlike the 2.5D Driver ports we actually got.
Their other NFS GBA titles seemed to be considerably better, though.
One of my favorites was definitely Kororinpa (Wii) Yes, the Wii is now considered retro. It is now older than the NES was when the Wii first was released.
Some ancient PC role playing games.
The Dark Heart of Uukrul I like this one because I think your party is restricted to having a character of each class: Fighter, Paladin, Cleric and Wizard. I learned what a Paladin was from this game and fell in love with the class. Lots of exploration and tactical battles that are on a map that is the same as where you are in the dungeon were all pretty awesome features of this game. Has permadeath but you can recruit a new person to replace the old one. Always hated doing that though.
Disciples of Steel Team of 8 characters going on an adventure to save the world. The endgame actually has you setting up armies in different parts of the world to help you when the final battle comes. Pretty neat game.
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.
I don't know how obscure it actually is, but I played the hell out of Threads of Fate when I was a kid.
I think it's obscure in the same vein as Vagrant Story, both made by Square in its golden PSX years where all everyone talked about was Final Fantasy
It's a great game, and fairly unique. I'd love to replay it sometime
Soldam immediately comes to mind as the deepest cut I can think of. You might not be too impressed the first time you put a quarter in, the singleplayer modes are nothing too special. But if you can get a second player, it has one of the most interesting versus modes I've seen in a puzzle game. Sadly, you do need a second player, there is no versus CPU.
This game got a modernized remake on Switch a while back, they added online play... but they still didn't add CPUs.
Road Trip Adventure
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
Breath of Fire 2 for me
Whiplash!