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.
The Brokeback Mountain star began dating the "Mean" singer in late 2010, though their romance fizzled out just before New Year's. "Jake just told her it wasn't working out," a source told Us. "Taylor is really upset and hurt...she feels really burned by him."