Anyone involved in the production: the writer and director, cast members, sound, lighting, whatever.
Why this movie, and why these people?
Be nice! Riff for fun, not revenge.
I think any Star Wars movie with Mark Hamill, John Boyega, Daisy Ridley, and Donald Glover would be super fun. I think it’d be a blast to get an inside look at how they feel and see what things make them laugh the most about these movies too many people take too seriously.
Generally speaking, the kind of people who make movies that are a good fit for MST3K… are not the sort you’d expect to be good at riffing their own performances.
If I HAD to pick a film to riff with the original cast, the only thing I can think of off the top of my head would be something that starred both Vincent Price and Peter Lorre. Both guys were incredibly funny in real life, and had Bruce Campbell levels of cool when it came to dialing the hamminess up to 11. That does leave the third position open though, and I don’t really know how much of a self-deferential sense of humor Basil Rathbone or Boris Karloff had, but I’m going to give Basil Rathbone a slight edge because he did do some comedy, and was willing to dress up like Maude for The Magic Sword.
Tales of Terror seems like an appropriate choice of movie, since it starred all three of them, and was one of Roger Corman’s lesser Poe movies (since it was three shorter tales in one). It’s still a better movie that really deserves to be riffed on MST3K, but it’s just cheesy enough to pass muster.
I suppose another cheat film would be Vault of Horror (1973), which was another portmanteu anthology film featuring a wide variety of actors, but from that line-up, it does mean that you can pull Tom Baker, Terry Thomas, and Denholm Mitchell Elliot. All of whom are/were pretty funny guys. It’s a bit more bloody than the usual fare for MST3K, but since it’s 70’s Amicus horror, it’s practically cartoonish by modern standards.
I’ll probably think of a better pick later, but for now Battle Beyond The Stars checks a lot of the boxes for me. I enjoy the film yet it’s still quite riffable, and there’s a good list of people to pick from.
Not a film riff, but coming from somebody who is too terminally uncool to know who’s who, I’d like commentary on the MTV music awards. Only 3/5ths of NSYNC? People dressed like Star Wars extras? It’s like an acid trip flashback
Not a very good choice (the movie is pretty “talky,” and the plot is a tiny bit complicated, just a tad), but I wouldn’t mind Jackie Brown. Of course, Robert Forster is dead now, but I’m sure Tarantino would have no trouble talking over the entire movie at a mile a minute, probably with some chemical aids, and maybe the rest of the cast would be up for it.
The one bummer is that most of the one’s I’d want to see riffed, most of the cast and the rest of the talent are likely deceased. To Have and Have Not, Wages of Fear…a bunch of classics from back in the day. Some Sam Pecknipah flicks as well, going back to Ride the High Country.