Hand of Manos. Most likely thee worst movie ever made. I found it for a screen writing class. The assignment was watch a bad movie then present it to the class. Easiest A+ of my fucking life.
Another weird one is, there used to be a sex Tetris type game for Windows 98 or earlier. Little naked people would drop down and when you got a full line they would jump off the screen. I don’t know how that got on the family PC, but it was on it. I played it. So there’s that.