Wow. Wow wow wow.
Between 1996 and 2002, VH1 had a show called Pop Up Video which paired music videos with trivia and jokes that "popped up" on screen, mostly without controversy ... A fabulous Kattullus collection, trivia treasure trove, megapost, and deep dive in a "Pop! Pop pop! Pop! Pop into Pop Up Video!" post. (oh, and it turns out rednikki once worked as a researcher for Eyeboogie, the Pop-Up Video producers!)
Title hat-tip to rachelfaith :D