Reese Witherspoon – Little Nicky (2000, New Line)
Witherspoon came out of the late ‘90s on a wicked hot streak. Following a string of performances that included career-defining roles in Election and Legally Blonde, it was a bit disappointing to see her sign on to the Adam Sandler money train at the exact moment the wheels started to come off. In case you are having trouble keeping Sandler’s bombs straight, Little Nicky is the one where he plays Satan’s son. Patricia Arquette, nominated for an Oscar this year for her role in Boyhood, was also in this, but she’s got an even worse movie on our list.
