Jake Gyllenhaal was born on December 19, 1980 and has been acting since he was 10 years old. His familial connections — his father is a director, his mother, a screenwriter, and his sister, an actress — have certainly helped his rise to fame. His role in Brokeback Mountain received critical acclaim, and he has had notable parts ever since, including his work in films like Zodiac, Love & Other Drugs, and Prisoners. Not only has the star had box office success, but he also tried his hand on the stage: In his theatrical debut, Gyllenhaal starred on the London stage in This is Our Youth and received favorable reviews.

Jake Gyllenhaal is also known for dating some of Hollywood’s hottest actresses. In 2002, he began a celebrity relationship with Kirsten Dunst, and the two dated for nearly two years. Later, he dated his Rendition co-star Reese Witherspoon from 2007 to 2009. The two made celebrity news and were one of Hollywood’s hottest famous couples. In a controversial relationship and love, he dated singer-songwriter Taylor Swift from October 2010 to January 2011; Swift’s album Red is reportedly about their celebrity romance. In 2013, he began dating model Alyssa Miller, but it didn’t even last a full year. Since then, it has been rumored that he’s dating his Constellations co-star Ruth Wilson. Plus, he was recently spotted with Rachel McAdams. What will it take for this Hollywood hunk to settle down?

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