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.