Nick Jonas and Miley Cyrus
Aside from starring on the Disney Channel together, the Jonas Brothers also opened for Miley during her Best of Both Worlds Tour. The two broke up in 2007, which they later wrote about in their duet "Before the Storm." There were rumors that the two rekindled their romance when she was filming The Last Song in Georgia, but she eventually fell for her costar Liam Hemsworth. Nick later confessed his feelings about the whole ordeal in a song titled "Wedding Bells."