Sex partner: Justin Frye
Year it leaked: 2010
Vivid Video got a hold of a sex tape that a pre-boob-job Wilkinson made when she was 18-years-old with then boyfriend Frye. Oh no! How could they do such a dastardly thing to Kendra? Particularly when she was trying to do it to herself—she had reportedly set up her own company for the purpose of selling her own sex tapes. Vivid wasn't so much a predator as a competitor.

Real or fake?: Real