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He reportedly broke up with her because of their age difference.
Federline and Spears appeared in the 2005 reality television series Britney & Kevin: Chaotic, which consisted of their home videos.
Waterhouse is 17 years his junior, but that didn’t seem to pose a problem —at first.
The couple provided paparazzi several money-making shots with their many public outings, including sitting front row at a couple New York Knicks and New York Giants games.
The actor has been dating Irina Shayk since 2015, and he even moved into the model’s home at West Village.
They reportedly broke up briefly because Shayk didn’t get along with his mother, with whom he has a very close relationship.