
Reese Witherspoon and Jake Gyllenhaal both had a smattering of relationships prior to their meeting in 2007. Most notably, Witherspoon was married to her "Cruel Intentions" co-star Ryan Phillippe, with whom she shares two children, Ava and Deacon. Gyllenhaal had split from fellow actor Kirsten Dunst in 2004, per InStyle, and was living the single life before Witherspoon came along.
Over the course of their two year relationship, the couple occasionally discussed the lifestyle they shared, which seemed like the exact opposite of Hollywood glamour. "We spend the weekends outside L.A, in Ojai, where I have a farmhouse," Witherspoon said in an interview with InStyle (via People). "We have chickens and we grow cucumbers and tomatoes. I love it. It reminds me of where I grew up in Tennessee."
Whenever they were photographed in public, the two appeared smitten with one another, enjoying basketball games and strolls around the world. So when it was announced in 2009 that they had called it quits, fans were quite stunned.
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