Born into a Hollywood family with a director father, screenwriter mother and scene-stealing sister, Jake Gyllenhaal was pretty much destined to give Tinseltown a try. (He even got driving lessons from family pal Paul Newman.) Thanks to his rugged good looks, sensitive baby blues and a boatload of talent, he’s probably here to stay. He got his first taste of the big screen at 11 when he played Billy Crystal’s son in "City Slickers." The former lifeguard and temp Columbia undergrad delivered early nuanced performances in "October Sky" (1999), "Donnie Darko" (2001), "The Good Girl" and "Moonlight Mile" (2002) In 2005, he became a bona fide above-the-title star as a marine in "Jarhead" and a cowboy who fell for Heath Ledger (whose kid is Gyllenhaal’s godchild) in "Brokeback Mountain." The latter even earned him an Oscar nod. He went wild with Bear Grylls for a TV episode and when he played a L.A. cop in "End Of Watch" (2012). Currently single, the bearded babe stepped out with Taylor Swift briefly in 2010 and spent two years as Reese Witherspoon’s rebound after they met on the set of "Rendition" in 2007. Prior to those pairings, he shared promise rings, adopted a German shepherd and cohabited with Kirsten Dunst.
Jake Gyllenhaal Search Results
Race from RumorsTom Cruise and Katie Holmes work up a sweat together amid rumors of a rift; plus more couples' news.
No Time for Baby?Is Jude Law putting Broadway before baby? Plus, another round of nuptial chatter hits Reese and Jake and more romance news.
Comic V-DaySofia Vergara channels Jessica Rabbit and more celebrity Valentine's Day comics.
Happy Together?Brad and Angelina put on a united front despite breakup rumors; plus, romance news for George Clooney and Emma Watson.
Very Merry Xmas?Has Jake slipped something sparkly under Reese's tree? Plus, Jessica takes things slow with Billy Corgan and more couples news ...
Playing CupidK.Hud? Jen Aniston? RiRi? We play matchmaker for the newly single Jake Gyllenhaal.
Playing CupidCasting some (real-life) love interests for the newly single Kate Winslet.
Playing CupidWho should the lovely Rachel McAdams pair up with?
A Match for HalleWhich eligible bachelor in Hollywood could be lucky enough to be Halle's new beau?
Ice Cream SocialTaylor and Jake's wholesome courtship continues and lots more romance news ...