19. Marilyn in InAPPropriate Comedy (2013)
Oh, Mr. ShamWow Guy (government name: Vince Offer). That shameless, talentless hack. In his unbelievably bad spoof comedy InAPPropriate Comedy, Offer's peak of cleverness is having Lindsay Lohan dress up as Marilyn Monroe and fire machine guns at paparazzi. Why? Because it's "provocative." Of course, it's also just as on-the-nose as everything else in the film, like Adrien Brody's Dirty Harry rip-off of a character using the catchphrase, "Go ahead, make me gay."
Lohan's work in InAPPropriate Comedy doesn't qualify as acting. It's desperate self-parody, and it's not at all funny. —MB