For me it’s Chrono Trigger. I always want to play it. I want to show it to my children. I hope it will be regarded as a masterpiece for generations to come.
Skyrim, actually. It’s quite dated by today’s standards, but just recently I started another playthrough on a whim and ended up playing 20h or so even though I’ve played the game a bunch of times for several hundreds of hours throughout the years already.
In no particular order:
Chrono Trigger
Binding of Isaac Rebirth
myhouse.wad (I know it came out this year, but goddamn it’s good)
Yoshi’s Island
Super Mario All-Stars + World (cheating maybe?)
Silent Hill 1, 2, and 3
Terranigma
OMORI (also recent, but also damn good)
LoZ: Majora’s Mask
Pokemon 2nd gen (could totally just be nostalgia talking right here)
Tetris
Super Smash Bros Melee
Mario Kart 64
Also I keep coming back to yashum’s Call of Cthulhu SMW hack.
The Legend of Zelda: A Link to the Past
From the art to the music to the plot to the gameplay, it’s just iconic.
Mike Tyson’s Punchout. I still play it occasionally as an adult and it’s still just as fun as when I was a kid.
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Fallout 1 and 2. I’ve played them so many times over the decades. FF7 and Baldurs gate 1&2 are others I’ve done a few times.
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Surprised no one has said Super Metroid yet. The game just excelled at atmosphere.
The tank game on Wii Sports (reminiscent of Atari Tanks but coop)
PS1 Final Fantasy Tactics (especially with mods, particularly FFT 1.3)
PC Master of Magic (especially with community mods, Caster of Magic is a favorite)
SNES Super Mario World
SNES Super Bomber Man
Super Mario World! It holds up remarkably well even by modern platformer standards. It feels great, looks great, and is a blast to explore.
Miney Crafty