Kevin Federline

Everybody was shocked when Brit and her backup dancer K-Fed hooked up. Pictures of Brit and this guy wearing baggy pants and long hair seemed to surface out of nowhere! Next thing we know these two have an MTV series called Britney and Kevin: Chaotic telling the story of their unlikely romance. When asked about Kevin, Britney told Matt Lauer, "He's very simple. Women complicate everything. He's so simple. He cares so much and his heart is awesome. He has a really big heart and I love that." Soon they were married with two sons, but this couple called it quits in 2006. Everyone has a dark period in their lives, we're just glad Brit's is over.

NEXT SLIDE