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 8 / 17 by Meghan Rooney 0 Save 0 Favorite 0 Previous 8 / 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 Lindsay Ellingson Engaged to Sean Clayton Jordan Graham Strikes Plea Deal; Halts Murder Trial Prince Harry Feels 'Not Too Bad' as He Nears the End of 200-Mile South Pole Trek 'Layaway Santas' Make Holiday Dreams Come True More News at PEOPLE.com Duck Dynasty's Uncle Si Shares His Favorite Christmas Memory Emmy Rossum Spoofs Gisele Bundchen, Hugh Hefner and Crystal Harris Share Their Christmas Card: Top 5 Thursday Stories Emmy Rossum Spoofs Gisele Bundchen's Breastfeeding Photo Lizzy Caplan: "I Was Hammered" During My True Blood Nude Sex Scenes More News at Us Weekly Kim Kardashian Imitates Elizabeth Taylor In New Selfie Kim Kardashian Strips Down To A String Bikini Jennifer Aniston's 'Awkward Phase' Was During Brad Pitt Marriage Britney Spears Wants A Baby Girl So She Won't Feel 'As Alone In The World' 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 BrandsSpeedoWacoalVictoria's SecretLancômeNicole MillerVinceAshSorel Top Searchesl.a.m.b.miss meskagen watchesmangohand mirrorinterior lightsfitted dresslands end Jake GyllenhaalAnna ChlumskyThe Headstrong Project Link Love Miley Cyrus receives a dubious honor — Gossip Girl LeAnn Rimes's strange stage trick — Us Weekly Tom Hardy is preparing to play Elton John — Lainey Gossip Justin Bieber says he is being bullied — HuffPost Celebrity Meet Rocco Faison's famous godfather — People Ashley Benson slams photoshopping — BuzzFeed Simon Pegg joins Monty Python — ET Mariah Carey shows off her Christmas decorations — Pink Is the New Blog Why is Damian Lewis apologizing? — D-Listed Tom Daley steps out with his boyfriend — JustJared Max George's girlfriend shows skin — Hollywood Tuna Kanye West isn't happy about his Grammy nominations — The Superficial 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 Link Time Dec 10, 2011 A Whole Lotta Lil in This Week's Links! the royals Nov 19, 2013 Kate Middleton Gives Everyone an Update on Prince George the royals Dec 05, 2013 Kate Takes Prince George Out For a Stroll Poll Jul 20, 2008 What's Tackier?