Zimbio, in photo: Justin Bieber, Caitlin Beadles
9. Justin Bieber dated Caitlin Beadles
2007 - 2008

Justin Bieber and Caitlin Beadles (the sister of Justin's best friend) dated in 2007 and 2008. They called it quits shortly before the tween singer found fame. However, rumors went around in June 2010 that they were back together after Twitter posts from both parties suggested they were vacationing together in the Bahamas. Justin took to his page and announced that the rumors weren't true. He's "single and ready to mingle."