Britney Spears
In 2004, the pop diva began dating backup dancer Kevin Federline, and the two became engaged after three months of dating. But there was one minor snag: Federline was already married to Shar Jackson. Not only that, but Shar was also expecting her second child with Federline at the time. Despite this, Spears and Federline married a few months later and had two sons together. In 2006, Britney Spears and Kevin Federline divorced.

Britney Spears