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
Jake's Gal PalsJake Gyllenhaal gets social, Justin sticks close to Jessica and more couples news ...
Crazy hairFrom Sienna Miller to Ryan Gosling, vote on if you think these celebrities' new hairstyles look better than their usual look!
Week in PhotosVanessa Hudgens attends an event in Huntington Beach, plus more of your favorite stars this week in photos.
Young LovesFrom SJP and Robert Downey, Jr. to Selena and Justin, take a look back at Hollywood's hottest young romances.
Fashion ParadeDavid Beckham's thigh, Pippa's fashion parade and more celeb stories on July 15's 7 Wonders, hosted by Brian McFayden.
Shooting WitnessJake Gyllenhaal witnessed a gang shooting in Los Angeles while researching his new role.
Jake vs. WildJake Gyllenhaal risked his life recently when he went trekking with "Man vs. Wild" star Bear Grylls.
Sci-Fi GradsNatalie Portman, Demi Moore and other successful stars who started their acting careers in sci-fi.
Clooney BluesGeorge's ex is down in the dumps, Selena wuvs Justin, Prince Harry finds a blonde and more romance news ...
Touchy-Feely?The Olivia Wilde dating game continues, this time with Jake Gyllenhaal; plus, Eva and Jason Sudeikis rumors and more romance news ...