Jake Gyllenhaal has had his fair share of high-profile relationships over the years. Before he started dating his current girlfriend, Jeanne Cadieu, the actor was romantically linked to some well-known Hollywood stars.
In 2001, Jake dated singer-songwriter Jenny Lewis. Although their relationship was short-lived, they have remained friends and even supported each other’s work throughout the years.
Following his relationship with Lewis, Jake started dating Kirsten Dunst in 2002. The pair even adopted a German Shepherd together before calling it quits in July 2004.
Jake was then romantically linked to actress Natalie Portman in 2006, but their dating rumors eventually fizzled out. He went on to have an on-off relationship with Reese Witherspoon from March 2007 to December 2009.
In 2010, the Spider-Man actor was rumored to be dating Taylor Swift, with some of their relationship speculated to inspire songs on her album Red. After their split, Jake was then linked to Anna Kendrick but their romance was never confirmed.
Model Alyssa Miller, Mean Girls star Rachel McAdams, and actress Ruth Wilson were also rumored to have dated Jake at various points in time. However, none of these relationships were confirmed.
Since 2018, Jake has been in a stable relationship with Jeanne Cadieu. Despite their 16-year age difference, the couple has been going strong for almost three years. Jake has described their relationship as “full of love” and has emphasized the importance of family and love in his life.
The couple has made several public appearances together, most recently at the red carpet premiere of Jake’s film, Ambulance, in March 2022. Their relationship seems to be going strong, with Jake expressing gratitude for the love and support he receives from Jeanne and his family.