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Since no one else mentioned him, I’ll go with Akira Kurosawa this time. Rashomon is a great watch on the short side and my personal favourite, based on a short story by Akutagawa. The most enjoyable part of the movie to me is the obvious - different ways the characters twist their retelling of the crime, which do a great job of telling you what kind of person the speaker is.
In addition, I’d bet most people if not have watched it, have atleast heard of Seven Samurai. If not, surely have seen something inspired by the movie.

GTA Vice City. I remember “concealing” weapons by switching to the empty hand near police officers, since open carrying a minigun didn’t seem legal. The cheats were very fun in that game aswell, like cars driving on water, or who could forget the classic “panzer”. Also it really looked like real life, but if one were to play VC now, you’d wonder what was wrong with my eyes as a kid lol. That seems to be a common sentiment about old 3D games though, really impressive how advanced 3D tech became in a few years.

Bethesda games have always been jank, at launch especially. Here’s hoping it will only be the fun kind of jank, i.e. disintegrating spaceships and flying corpses, instead of something gamebreaking.