What would you say is the most difficult game from each console/handheld generation?

I don’t mean hard as in a broken, barely playable game being hard to finish. I mean games that are good or competent and intentionally difficult

Edit: so far I’ve seen-

Gen 1 (NES/Arcade/Atari) – Ghosts and Goblins, Battletoads, Mega Man series, Contra series, Ikari Warriors, Mario Bros 3, Top Gun, Holy Diver

Gen 2 (SNES/Genesis/Turbografx16) – Super Ghouls and Ghosts, Earthworm Jim, Lion King, Donkey Kong Country 2, Nightmare Circus

Gen 3 (N64/PS1/Saturn) – Driver (tutorial)

Gen 4 (GCN/PS2/Xbox/Dreamcast) – Ninja Gaiden, Devil May Cry 3

Gen 5 (Wii/PS3/X360) – Dark Souls

Gen 6 (WiiU/PS4/XONE) – Sekiro

Gen 7 (NS/NS2/PS5/XSX) – Nothing yet

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