Jake Gyllenhaal at the Headstrong Project Event in NYC Jake Gyllenhaal Drops Big Bucks — Find Out Why May 9, 2013 Share This link Jake Gyllenhaal at the Headstrong Project Event in NYC Source: Getty 5 / 17 by Meghan Rooney 0 Save 0 Favorite 0 Previous 5 / 17 Next by Meghan Rooney 0 What’s Your Reaction? 0 0 0 0 0 0 ‹ Back to Homepage Save 0 Favorite 0 Follow POPSUGAR Celebrity Pinterest Twitter Google + Instagram Featured Partners The Voice: Tessane Chin Leaves Coach Adam Levine Speechless Real Housewives of Beverly Hills: Brandi Glanville Defends Her Racist Comment Paul Walker Rode in a Special Porsche Built for Speed The Latest Star to Get Hair Extensions Is ... Daniel Radcliffe? See the Photo! More News at PEOPLE.com Courteney Cox Takes Snow Patrol Rocker Johnny McDaid to Jennifer Aniston's Holiday Party: Picture Daniel Radcliffe Sports Long Hair Extensions for Frankenstein Movie Role: Picture Harry Styles Takes Kendall Jenner to Gay Bar in NYC Siva Kaneswaran Engaged to Nareesha McCaffrey: Wanted Singer Shares Proposal Story More News at Us Weekly *NSYNC Member Reveals Undergoing Hair Restoration Treatment You Won't Believe Who Makes Mark Ballas Cry You Won't Believe Who North West Is Posing Next To In This New Pic Lady Gaga Dresses As A Christmas Tree, Ornaments And All More News at Huffington Post popsugar live! NOW Watch POPSUGAR LIVE! Now NOW Watch POPSUGAR LIVE! Now Sponsored Links Subscribe to POPSUGAR Subscribe now to get instantly addictive email delivered to your inbox! Daily Sales & Arrivals Celebrity & Entertainment Featured Shops Fitness Fashion & Beauty Living Must Have ShopStyle Search Top BrandsDeborah LippmannCrocsTimberlandKiehl'sMint VelvetKarl LagerfeldBCBGenerationMICHAEL Michael Kors Top Searchesgiorgio armanibassplatinum ringwomens topswide calf bootschunky necklacewedge shoesugg boots Jake GyllenhaalAnna ChlumskyThe Headstrong Project Link Love Inside Keith Urban and Nicole Kidman's ChristmasPeopleAll about Simon Cowell's fancy baby shower — Us WeeklyThe Fifty Shades of Grey director gets a special visitor — Lainey GossipJustin Bieber's mom gets personal — HuffPost CelebrityEmma Stone surprises a military base — BuzzFeedSee holiday cards from celebrities — ETWhy you should leave Jennifer Lawrence alone — Gossip GirlLindsay Lohan lands a new cover — Pink Is the New BlogKanye West compares his job to being in war — D-ListedCalifornication is coming to an end — JustJaredKelly Bensimon shows off her bikini body — Hollywood TunaTila Tequila talks about Paul Walker's death — The SuperficialDoes Leonardo DiCaprio have a new lady? — The Blemish No Comments Sign in to leave a comment Sign in with your account Don't have an account? Create one now! See More Anna Chlumsky Debra Messing Oct 11, 2007 Celebs Celebrate Traveling Movies Apr 23, 2009 2009 Tribeca Film Festival Spotlight: The Good Guy POPSUGAR Entertainment May 31, 2013 Anna Chlumsky on the "Joy" of Veep and the Moment That Inspired Her Return to Acting POPSUGAR Play Sep 20, 2013 POPSUGAR Play — Test Your Emmy Nominees Knowledge! See More Jake Gyllenhaal Jake Gyllenhaal May 17, 2007 Jake, Chloe and Mark Smile Big In Cannes Jake Gyllenhaal Jun 21, 2007 Jake & Reese Split Before Ever Becoming Public Golden Globe Awards Jan 18, 2012 See All the Golden Globes Pictures — Red Carpet, Show, Parties, and More! met gala May 06, 2013 100 Unforgettable Met Gala Pictures POPSUGAR News Oct 22, 2010 5 Reasons Why Werewolves Are Hotter Than Vampires POPSUGAR News Oct 21, 2010 Video: Jake Gyllenhaal Makes Anne Hathaway's Bra Come Off You Might Also Like Poll Jul 20, 2008 What's Tackier? Bikini Jul 07, 2006 Who has the best beach butt? POPSUGAR News Oct 23, 2010 Watch, Pass, or Rent: Matt Damon & Hilary Swank! people Nov 29, 2007 Yummy Link: What's Paula Cooking?