Nick Jonas and Delta Goodrem: 8 Years
After spending his early teen years romancing Disney princesses Miley Cyrus and Selena Gomez, Nick Jonas moved on to Australian pop star Delta Goodrem. The two began dating in late spring 2011, when she was 26 and Nick was 18. Since she was engaged shortly before they got together, there has been speculation that he caused the breakup. Scandalous!
Sadly, Nick and Delta also weren't meant to be. They decided to go their separate ways in February 2012.