4) Freddy Got Fingered (2001)
The phrase “worst movie ever made” is regularly thrown around, usually in the direction of M. Night Shyamalan, but few comedies warrant it more than Freddy Got Fingered. Scenes where comedian Tom Green bit off a woman’s umbilical cord and wore a dead deer carcass ultimately led to a rare zero rating from noted film critic Roger Ebert.
However, like the smell of a dead animal trapped under the floorboards, Freddy Got Fingered has lingered long past its welcome, somehow becoming a cult favourite amongst fans who choose to interpret the movie as conceptual performance art. Such an appraisal of Freddy Got Fingered would imply that Tom Green is far more clever than he appears, which wouldn’t be particularly hard, let’s face it.
How else in hell did Green manage to snag Drew Barrymore? Admittedly, the marriage only lasted a year, but when your most famous gags revolve around beating a handicapped woman’s legs and masturbating a horse, it’s surprising that A-list actress Barrymore even stuck around that long.