1. Being the middle portion of a three-person human centipede
As Seen In: The Human Centipede (First Sequence) (2010)
Was there really any other choice for the number one spot? Being forced into any position of a human centipede is bad business, but the middle? You're trapped between an anus and a hard place. And that anus, sooner or later, will have to defecate, and guess where that leaves you? Eating shit. Which you'll then deposit into the mouth of the third person in the chain. You'll have to do that stranger dirty, too.
Major kudos should be awarded to actress Ashley C. Williams, who bravely portrayed The Human Centipede (First Sequence) character stuck in the middle. She'll never win any prestigious awards for her admirable dedication, just the honor of putting the world onto the absolute worst way to die (as seen in writer-director Tom Six's controversial horror movie). Appreciate her.