Some games are intentionally difficult and frustrating. Here are some downright painful examples.
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Jelly Mario
https://jellymar.io/
Life Line
Platform: PlayStation 2
Cat Mario
https://www.cat-mario.com/
Octodad
PC, PS4, Xbox One
Mount your friends
https://store.steampowered.com/app/296470/Mount_Your_Friends/
Superman 64
Surgeon Simulator
Platform: PlayStation 4, Android, Nintendo Switch, iOS, PC
QWOP
http://www.foddy.net/Athletics.html
Trap Adventure 2
Platform: Web, iOS, Android
Getting Over It
Platform: Android, PC, iOS