The Bucket List - Morgan Freeman
We could actually toss Jack Nicholson in here as well, but whichever one of these all-time great actors we choose for this entry no doubt looks back and wonders what the hell they were possibly thinking by signing on the dotted line.
Little Fockers - Dustin Hoffman
Meet the Parents was a smash success so it’s no secret that it spawned a sequel, but then it just kept spawning tired retreads and, at some point, you have to think that someone like the great Dustin Hoffman had to stop and wonder what on earth he was even doing anymore.
Krippendorf’s Tribe - Richard Dreyfuss
Let’s be honest, you don’t even have to know what this movie is about, and can simply look at that movie poster to realize that holy crap, this was just a tremendously poor decision by Richard Dreyfuss.
She-Devil - Meryl Streep
Even the legendary Meryl Streep isn’t immune to making terrible movies now and then, as evidenced by the inexplicable decision by the Oscar luminary deciding to share the big screen with Roseanne Barr.
The Chronicles of Riddick - Judi Dench
And no, not even the British answer to Meryl Streep, the one and only Dame Judi Dench, can avoid the occasional bizarre movie choice – this time appearing alongside Vin Diesel in the overblown space opera sequel to the far superior Pitch Black.
King Ralph - Peter O’Toole
For those too young to remember, Peter O’Toole became an icon for, among other things, playing Lawrence of Arabia, yet at some point it apparently became necessary for him to star alongside John Goodman – who we love, mind you – in this terrible movie about an American slob who becomes King of England.
The League of Extraordinary Gentlemen - Sean Connery
It’s been long rumored that the only reason Sir Sean Connery, the former James Bond himself, only chose to star in The League of Extraordinary Gentlemen because he was furious with himself for passing on Lord of the Rings and the Matrix and didn’t want to miss out on another possible smash hit.
The Island of Dr. Moreau - Marlon Brando
Arguably the most embarrassing performance on this entire list, it says something when the most lasting impression of Brando’s role in The Island of Dr. Moreau is the strange character it inspired on the television show South Park.