One of my favorite movies when I was a wee nerd was WarGames with Matthew Broderick and Ally Sheedy in 1983. For a lot of people it was the introduction to "what you can do with a computer at home, and how much trouble you can get into".
I decided to do a full dig into what's real, what's fantasy, and what's just plain wrong. For a 40+ year old movie, they didn't get much wildly wrong. There's some solid stuff in there, with only a few serious eyerolls.
Really, the most fun was trying to figure out some of the history behind equipment and tools in the movie. Some of it was made up or altered, but there was enough real life hardware and real tools it made it fun to watch and analyze, even by modern standards.