Jake Gyllenhaal reportedly spent $160,000 to have her flown over on a private jet for a date. He later broke up with her through text. “We Are Never Ever Getting Back Together”, "I Almost Do", “State of Grace”, “All Too Well”, and “The Moment I Knew” are rumored to be about him. Additionally, the previously unreleased songs, "Better Man", "Babe", and "I Bet You Think About Me" which were included on the re-recorded version of Red are rumored to be about him. Their relationship was one of the many mentioned in the song "Coney Island" from Evermore, specifically the line, "were you standing in the hallway with a big cake, happy birthday" which references how Jake didn't show up for Taylor's 21st birthday party which was mentioned in the songs, The Moment I Knew, and the original 10 minute version of All Too Well.