52. The Paris Hilton Sex Tape
Viral Date: November 2003
Paris Hilton has made a few movies, but the only one any of us gives a shit about is 1 Night in Paris, the trail-blazing leaked sex tape she made with her then boyfriend Rick Solomon when she was 19 and he was 30. The most iconic scene was shot in night vision because, well, the freaks come out at night. (click on the image above for a semi-SFW preview)
YOU AUGHTA KNOW:
When Hilton expressed disapproval of the film's release and claimed she was "out of it" during the filming, suggesting Solomon took advantage of her, he sued her for defamation. She countersued over the release of the movie. They settled out of court in July 2005 with Hilton reportedly getting $400,000. Now THAT is a money shot!