Stupidly Hard (Affectionate)

Games with (imo) unfair difficulty that still manage to be more entertaining than frustrating - Ranked from most to least unfair

Road Rash II
Road Rash II
Kirby's Dream Course
Kirby's Dream Course
Rayman
Rayman
40 Winks
40 Winks
Not so bad when you're older, but when you're in the intended age group? Literal hell
Fire Emblem: Shadow Dragon and the Blade of Light
Fire Emblem: Shadow Dragon and the Blade of Light
Sonic the Hedgehog: Spinball
Sonic the Hedgehog: Spinball
Eternal Champions
Eternal Champions

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