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Monaghan and Lilly connected on the set of "Lost," and though their characters, Charlie and Kate, never got together, the actors dated from 2004 to 2007. After deciding to call it quits, both actors remained on the series until its finale in 2010, although Monaghan didn't appear in season five and only appeared in flashbacks in season six.
The pair didn't address their relationship for years, though Monaghan did seem to shade Lilly at one point. In 2013, Monaghan replied to a tweet that read, "Evangeline looked unreal in The Hobbit, man oh man," writing, "Nah. I don't date cheaters."
Then, in August 2022, Monaghan discussed their breakup on Anna Faris's podcast, "Unqualified." "I don't really know how she would explain the narrative, but from my point of view, it was probably the first time in my life that I was just kind of all in," he said of his relationship with Lilly.
But everything came to an end when Monaghan's friends claimed she was cheating. "I mean, to say I was devastated is an understatement, you know," Monaghan said. "I had to be told by a third party like, 'You do realize that she's with this guy,' when we were together . . . Losing that potential was super sad. But it also got me to where I am as a person. So I'm very happy that it all happened."