Jake Gyllenhaal co-starred with Reese Witherspoon in 2007’s “Rendition,” and during a reshoot for the movie in Los Angeles in 2006, the pair reportedly hit it off, according to one of People’s sources. However, the couple’s romance was far from simple, especially as Witherspoon had only recently split from her former husband, Ryan Phillippe. As a result, Witherspoon and Gyllenhaal reportedly broke up briefly in June 2007 before being spotted together in Rome in October 2007. After two more years together, Witherspoon allegedly called off their relationship for good in November 2009.
While their romance didn’t go the distance, Witherspoon spoke highly of Gyllenhaal while they were together. In October 2009, she opened up to InStyle (via Marie Claire), saying, “Jake and I went to Coachella this year.” She also gushed about their quiet life, which involved retreating to a farmhouse in Ojai, California, on the weekends. “We have chickens and we grow cucumbers and tomatoes,” she told InStyle. “Jake’s a great cook, he does a lot.”
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In March 2009, the “Legally Blonde” star sang Gyllenhaal’s praises again, telling Elle (via NBC Washington), “He really is a fantastic guy.” Unfortunately, though, Gyllenhaal and Witherspoon’s relationship just wasn’t meant to be. It was also rumored that Witherspoon simply wasn’t ready to commit to another long-term relationship following her divorce from Phillippe. In November 2008, she explained to Parade, “Obviously, I’m not far enough out of being married to think about doing it again.”
