10 Taylor Swift Songs Inspired by Her Ex-Boyfriends

5) The Last Time(5 of 10)

5) The Last Time(5 of 10)

Allegedly, Taylor Swift has a special spot in her heart reserved for the hatred she has toward Jake Gyllenhaal because he took something very special from her. Nope, we aren’t talking about the stolen flannel scarf he rocked for months after their breakup. We’re referring to her V-card.

Yep, that’s right – Swift was a virgin until she dated Gyllenhaal. They met each other’s families quickly and spent Thanksgiving 2010 together, so she was convinced he was The One. Turns out he wasn’t, but at least she was able to make a few (million) bucks off of her broken heart. “The Last Time”, “We Are Never Ever Getting Back Together”, “All Too Well”, and, “State of Grace”, and “Red” are all about the pain Gyllenhaal caused.