10 Pamela Anderson and Bret Michaels
Poor Bret. Not only was the Poison rocker overshadowed by ’90s girlfriend Anderson, but he would prove to be overshadowed by her next boyfriend-turned-husband-turned-ex, Tommy Lee, too. Before Anderson dated and filmed a sex tape with the INXS drummer, she did the same with Michaels, who blocked the release of the video in 1998. But if you still need proof of their relationship, footage from the film has still made its way onto the Internet.
