2008 Celebrity Breakups
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Jimmy Kimmel and Sarah Silverman
The comedic couple, who most recently filmed videos about fictional flings with Ben Affleck and Matt Damon, ended their relationship after five years of dating. Sarah once told People that their relationship worked "because we really, really, really like each other. He's kind and funny and maybe the most thoughtful person I know." A joint statement was released saying that there would be no further comment on the demise of the relationship.
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