Kirsten Dunst and Jake Gyllenhaal How long it lasted: 2 years What it FELT like in our heads: In perpetuity These indie darlings began dating in 2002 after Jake Gyllenhaal's older sister, Maggie Gyllenhaal, introduced them. (Maggie and Kirsten Dunst worked together on the film Mona Lisa Smile.) The cute couple even shared a home in L.A. and adopted a dog, but they ended up splitting in 2004. At least, we'll forever have these photos of them eating.
44 Pictures of Jake That Will Have You Saying "Gyllenhaal-alujah!"
Pin for Later: The Moment They Won: Priceless Shots of Award Season's Winners Maggie Gyllenhaal When the actress won a Golden Globe for her miniseries The Honourable Woman, she and her brother, Jake, looked like the two happiest people alive.