12 Celebs Taylor Swift has had serious fights with (With Pictures)

2. Jake Gyllenhaal

Most people know Jake Gyllenhaal for his mediocre movies, but he also dated Swift back in 2010 when she was on a spree of dating older men.

Reportedly, Swift was absolutely enamored with Gyllenhaal. He’d fly her to movie premiers, take her out on dates, and more, but he broke up with her not even six months into them dating because he just wasn’t feeling it anymore. Swift goes on to write, “The Moment I Knew” and “We Are Never Ever Getting Back Together” about the actor. As far as drama goes, it was pretty tame between the two of them.