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“Stay Beautiful” is a heartfelt song about a boy Taylor had a crush on in high school. It epitomizes high school relationships, acknowledging that things may not work out between the two, but still enjoying their present romance. The boy moved away so she would never get to tell him that she liked him, so she expressed it in a song at the school talent show. Similar to Teardrops On My Guitar in the fact that she mentions the boy's name, Cory, in the song. Many other music artists find Swift's courage to put a person's real name in a song is something that can be looked up to, and also makes the listener feel closer to her personal life.
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