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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. 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. “ 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. Jake Gyllenhaal reportedly spent $160,000 to have her flown over on a private jet for a date.The song “ Enchanted” is about Adam Young of Owl City but she never dated him, although he did state his interest in her.In the song " Mine", Swift talks about liking a boy she barely knew who tried to take their relationship to the next level.
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He later appeared in the " You Belong with Me" music video as the main character's love interest. They broke up because they felt they were better off as friends.
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Taylor met Lucas on the set of Hannah Montana: The Movie and they dated for a few months." Holy Ground" from her 4th album Red is rumored to be a callback to Taylor's relationship with him. Perfectly Fine", from the re-recorded version of Fearless, is also rumored to be about him. She also wrote, “ Last Kiss” about him, and “ Better Than Revenge” is about his ex-girlfriend, Camila Belle. “ Forever & Always” is the name of that song. She got her record company to let her record a song about it, to add at the last minute to her album. Joe broke up with her over a 27-second phone call, which is something she has complained about on The Ellen DeGeneres' Show.Sam is currently on Twitter and actively writes hate posts about Taylor. In the CD booklet for her debut album, Taylor Swift, every S, A, and M was capitalized if it was in the correct order. Sam cheated on Taylor, and in response, she wrote: “ Should've Said No”."It was the perfect fairytale ending but a little too late." Taylor stated that two years after the song came out Drew showed up at her house and asked her on a date. Drew was surprised when he heard his name in the song. “ Teardrops on My Guitar” was written about a boy she liked, whom she never actually dated.“ Picture to Burn” was written about him, whom she calls a "redneck heartbreak who's really bad at lying", and says he never let her drive his pick-up truck.His current girlfriend isn't too pleased with it, though." He was going away to college so she wanted to write him something to remember her goodbye. Taylor told USA Today, "He bought the album and said he really loved it, which is sweet. Their relationship ended because he had to go to college. The song “ Tim McGraw ” was inspired by Brandon, her ex-boyfriend.Some of these might be fan conclusions as Taylor has not confirmed most of them. This is a list of who was the inspiration for what song, what interviews she talked about it in, and any other relevant information. Taylor Swift has stated that she has written songs about all of her ex-boyfriends.