Jake Gyllenhaal has certainly had his fair share of high-profile romances over the years. Before he found love with his current girlfriend, Jeanne Cadieu, the Hollywood heartthrob was linked to some very famous leading ladies.
In 2001, Gyllenhaal was in a brief relationship with singer-songwriter Jenny Lewis. Despite their split, the two remained friends and even attended the 68th Golden Globes together in 2011.
Shortly after his time with Lewis, Jake began dating actress Kirsten Dunst in 2002. The couple moved in together and even adopted a German Shepherd named Atticus. Unfortunately, their romance came to an end in 2004, with a rep stating that they remained the best of friends.
Next up was actress Natalie Portman, who Jake was casually seeing in 2006. Their relationship never seemed to progress beyond a few dates, and they eventually went their separate ways.
From 2007 to 2009, Gyllenhaal had an on-off relationship with Reese Witherspoon. There were rumors that Jake wanted to get married, but Reese wasn’t ready for that level of commitment. Despite their split, Jake only had positive things to say about his ex, calling her one of the smartest and strongest people he’s ever met.
In 2010, Jake was romantically linked to singer Taylor Swift, with many speculating that her album “Red” was inspired by their relationship. However, the two called it quits in early 2011 and remained friends.
Over the years, Gyllenhaal was also rumored to be involved with other stars like Anna Kendrick, Alyssa Miller, Rachel McAdams, and Ruth Wilson. However, none of these relationships were ever confirmed.
Finally, in 2018, Jake found love with model Jeanne Cadieu. Despite their 16-year age difference, the couple has been going strong for almost three years. Gyllenhaal has described their relationship as being full of love and support, emphasizing the importance of family and love in his life.
Most recently, Jake and Jeanne made a rare appearance together at the premiere of his film “Ambulance” in March 2022, showcasing their bond as they walked the red carpet. The actor has expressed his gratitude for having such a wonderful relationship and family, highlighting the sense of ease and happiness that Jeanne brings to his life.
