18 Celebrity Relationships That Started As Affairs

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Britney Spears and Kevin Federline


Britney crossed paths with Kevin when he worked as her backup dancer. Although he was already engaged to his girlfriend (and mother of his two children), Shar Jackson, it didn’t stop Kevin from starting an affair with the rising pop star. And get this: Just three months after the relationship started, Kevin got engaged to Britney… while he was still engaged to Shar. She didn’t take the news lightly, claiming that their split “wasn’t like just breaking up a relationship. It was like breaking up a family.”

Shortly after Kevin and Shar’s separation, Kevin and Britney got married, but not without some backlash. Since Kevin left his wife while Shar was still pregnant with their second child, people branded him the selfish “gold digger,” while others saw Britney as a homewrecker. But despite the drama, they stuck it out for a whole three years and had two children together.

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