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Jake Gyllenhaal at an event for Road House (2024)Jake Gyllenhaal, Hugh Jackman, and Annaleigh AshfordJake Gyllenhaal and Annaleigh AshfordJeff Bridges and Jake GyllenhaalJamie Lee Curtis and Jake Gyllenhaal at an event for Guy Ritchie's the Covenant (2023)Dennis Quaid, Lucy Liu, Jake Gyllenhaal, Don Hall, Qui Nguyen, and Jaboukie Young-WhiteJake GyllenhaalJake GyllenhaalDennis Quaid, Lucy Liu, Jake Gyllenhaal, and Jaboukie Young-WhiteDennis Quaid, Jake Gyllenhaal, and Jaboukie Young-WhiteDennis Quaid, Lucy Liu, Jake Gyllenhaal, etc.Dennis Quaid, Lucy Liu, Jake Gyllenhaal, etc.Dennis Quaid, Lucy Liu, Jake Gyllenhaal, etc.Jake Gyllenhaal and Jeanne CadieuJake GyllenhaalJake Gyllenhaal and Zoë Kravitz at an event for The Oscars (2022)Jake Gyllenhaal at an event for The Oscars (2022)Jake Gyllenhaal at an event for The Oscars (2022)Jake GyllenhaalJake Gyllenhaal and Maggie Gyllenhaal at an event for The Lost Daughter (2021)Jake Gyllenhaal and Maggie Gyllenhaal at an event for The Lost Daughter (2021)Jake Gyllenhaal and Richard KellyJake Gyllenhaal and Tom Holland at an event for Spider-Man: Far from Home (2019)Jake Gyllenhaal and Tom Holland at an event for Spider-Man: Far from Home (2019)Ryan Reynolds and Jake GyllenhaalRyan Reynolds and Jake GyllenhaalJake Gyllenhaal and Maggie GyllenhaalJake Gyllenhaal and Maggie Gyllenhaal at an event for The Kindergarten Teacher (2018)Jake Gyllenhaal at an event for Hondros (2017)Jake Gyllenhaal at an event for Velvet Buzzsaw (2019)Jake Gyllenhaal at an event for Velvet Buzzsaw (2019)Jake Gyllenhaal, Tom Sturridge, and Billy Magnussen at an event for Velvet Buzzsaw (2019)Rene Russo and Jake Gyllenhaal at an event for Velvet Buzzsaw (2019)Rene Russo, Jake Gyllenhaal, and Zawe Ashton at an event for Velvet Buzzsaw (2019)Jake Gyllenhaal and Tom SturridgeJake Gyllenhaal at an event for Donnie Darko (2001)Jake Gyllenhaal and Maggie GyllenhaalJake Gyllenhaal and Maggie Gyllenhaal at an event for Wildlife (2018)Jake Gyllenhaal and Maggie Gyllenhaal at an event for Secretary (2002)Ryan Reynolds, Rebecca Ferguson, and Jake Gyllenhaal at an event for Life (2017)Ryan Reynolds and Jake Gyllenhaal at an event for Life (2017)Jake Gyllenhaal and Maggie Gyllenhaal at an event for Wildlife (2018)Paul Dano, Jake Gyllenhaal, Zoe Kazan, Carey Mulligan, Zoe Colletti, etc.Jake Gyllenhaal at an event for Wildlife (2018)Jake Gyllenhaal and Maggie Gyllenhaal at an event for Donnie Darko (2001)Jake Gyllenhaal and Maggie Gyllenhaal at an event for Donnie Darko (2001)Jake GyllenhaalJake Gyllenhaal
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