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
Back Together?Jake and Taylor reportedly rendezvous. Is a reconciliation in the works?
On the Rebound?Jake Gyllenhaal arrived at the Golden Globes with an ex-flame, Jenny Lewis.
Week in PhotosParis Hilton premieres her new reality show, plus more celebs in week in photos.
Teasing NatalieJake Gyllenhaal jokes about his ex-girlfriend, Natalie Portman, as he presents her with an award for "Black Swan."
DunzoAfter two months of togetherness, Jake and Taylor are over. Who pulled the plug?
Holiday TechiesFrom games to gadgets, see the hottest celeb-inspired tech gifts for the holidays.
2011 PredictedWill Jen find her happiness? These are more predictions from psychic-to-the-stars Ron Bard.
Year in PhotosTake a look back at the best celebrity photos of 2010.
'10 Romance RecapSee who hooked up and broke up in 2010.
Matchmaker?Gwyneth Paltrow plays coy about her role in hooking up Jake Gyllenhaal and Taylor Swift.