Relationship: Dated from 2006 to 2007 and briefly again in 2009
Miley and Nick have lived fairly parallel lives, so it's pretty much a no-brainer that they would date -- and that they would stay friends afterward. After the initial breakup anger ("7 Things" ring a bell?), they started hanging out again. Besides, Miley tweeted in 2009, "It makes me sad to think that people out there aren't friends with THEIR ex bf, because let me tell u it IS possible." So there.