Jake Gyllenhaal has been lucky with the ladies in Hollywood. Take a look back at some of his past high-profile flames, including Kirsten Dunst, Natalie Portman, Taylor Swift, and his current girlfriend Alyssa Miller.
It was over before it started. The Nightcrawler actor had a brief fling with Friday Night Lights alum Minka Kelly in June 2012. "Minka wasn't into Jake when he first pursued her," a mutual pal of the two actors exclusively told Us. But after romancing Wilmer Valderrama, Kelly "decided to give Jake another chance." The spark quickly fizzled, however. "It was never serious," the insider added.