Popsugar Celebrity Sex Jake Gyllenhaal Smiling Pictures 50 Photos of Jake Gyllenhaal's Smile Guaranteed to Boost Your Mood 13 September 2018 by Samantha Sutton Image Source: Getty Jake Gyllenhaal is a man of many faces and expressions — some might say that's part of what makes him so darn good at his job. But off screen, we're pretty particular about the actor's smile. Whether it's the little smirk he saves for red carpets or the full-face grin he wears while laughing, Jake's happy faces tend make us happy. So, as an instant mood-booster, we're rounding up 50 of his best smiley photos, all of which are incredibly sexy yet freakin' adorable at the same time. Image Source: Getty / George Pimentel 1 / 50 Image Source: Getty / Gabriel Olsen 2 / 50 Image Source: Getty / Bryan Bedder 3 / 50 Image Source: Getty / Vincent Sandoval 4 / 50 Image Source: Getty / Ernesto S. Ruscio 5 / 50 Image Source: Getty / Franco Origlia 6 / 50 Image Source: Getty / Tim P. Whitby 7 / 50 Image Source: Getty / Alexander Koerner 8 / 50 Image Source: Getty / Andrew Toth 9 / 50 Image Source: Getty / Rob Kim 10 / 50 Image Source: Getty / Dave Kotinsky 11 / 50 Image Source: Getty / Astrid Stawiarz 12 / 50 Image Source: Getty / Brad Barket 13 / 50 Image Source: Getty / gotpap/Star Max 14 / 50 Image Source: Getty / Vera Anderson 15 / 50 Image Source: Getty / Franco Origlia 16 / 50 Image Source: Getty / Venturelli 17 / 50 Image Source: Getty / BBD 18 / 50 Image Source: Getty / Vera Anderson 19 / 50 Image Source: Getty / Monica Schipper 20 / 50 Image Source: Getty / Mike Windle 21 / 50 Image Source: Getty / Jason Merritt 22 / 50 Image Source: Getty / Alessio Botticelli 23 / 50 Image Source: Getty / Theo Wargo/NBC 24 / 50 Image Source: Getty / Gustavo Caballero 25 / 50 Image Source: Getty / Pascal Le Segretain 26 / 50 Image Source: Getty / Walter McBride 27 / 50 Image Source: Getty / Vera Anderson 28 / 50 Image Source: Getty / James Devaney 29 / 50 Image Source: Getty / Alberto E. Rodriguez 30 / 50 Image Source: Getty / James Devaney 31 / 50 Image Source: Getty / Tim Mosenfelder 32 / 50 Image Source: Getty / Ernesto Ruscio 33 / 50 Image Source: Getty / Lester Cohen 34 / 50 Image Source: Getty / Fotos International 35 / 50 Image Source: Getty / George Napolitano 36 / 50 Image Source: Getty / Kevin Winter 37 / 50 Image Source: Getty / TIMOTHY A. CLARY 38 / 50 Image Source: Getty / Philip Ramey Photography, LLC 39 / 50 Image Source: Getty / Philip Ramey Photography, LLC 40 / 50 Image Source: Getty / Jim Spellman 41 / 50 Image Source: Getty / Marcel Thomas 42 / 50 Image Source: Getty / SGranitz 43 / 50 Image Source: Getty / Venturelli 44 / 50 Image Source: Getty / Venturelli 45 / 50 Image Source: Getty / Theo Wargo 46 / 50 Image Source: Getty / Sylvain Gaboury 47 / 50 Image Source: Getty / Kevin Winter 48 / 50 Image Source: Getty / Donald Weber 49 / 50 Image Source: Getty / Frank Trapper 50 / 50 SexJake Gyllenhaal