I recently had a hankering to play Vampire the Masquerade: Bloodlines. Because the game is so old and buggy, and because I'm running Linux, it took a lot of patching and tweaks to get running. Probably took around 4 hours, because you can't tell which random fix someone posted a decade ago will work until you try it. It was a very authentic experience of gaming in the early 2000s, and the struggle made playing the game all the more fun.