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Jake Gyllenhaal, known for his impressive acting career, has been involved in various high-profile relationships, and some of his ex-partners have shared insights into their time with the actor.
Kirsten Dunst, with whom Gyllenhaal had a relationship from 2002 to 2004, referred to him as “the love of my life,” but also described him as a “moron,” expressing that they were different people who couldn’t sustain their relationship due to their lifestyles.
Natalie Portman, who reportedly dated Gyllenhaal on and off, praised him for his peaceful nature, cooking skills, and creativity, highlighting his positive attributes and their amicable connection even after their romantic involvement.
Reese Witherspoon, who dated Gyllenhaal from 2007 to 2009, spoke highly of their relationship, describing their serene life together. However, their romance eventually ended, potentially due to Witherspoon not being ready for a long-term commitment after her previous marriage.
Taylor Swift, who had a brief relationship with Gyllenhaal in 2010, referenced their split in her music, particularly in the song “All Too Well.” The lyrics hinted at discord in their relationship, reflecting both appreciation and hints of turmoil.
Anna Kendrick, Gyllenhaal’s co-star in “End of Watch,” shared experiences of filming intimate scenes with him and praised his gentlemanly behavior and commitment to his roles. While their off-screen relationship remains uncertain, their on-screen chemistry was notable.
Ruth Wilson, who starred alongside Gyllenhaal in the play “Constellations,” addressed dating rumors, acknowledging a close bond with Gyllenhaal but likening it to a sibling relationship. Despite speculation fueled by sightings of them together, their romantic involvement was never confirmed.
Throughout his relationships, Gyllenhaal’s partners have shared various perspectives, ranging from appreciative comments about his character to reflections on their compatibility and reasons behind their eventual separations.