it's about Taylor being in love with this friend of hers named Drew, and she never had the courage to say that she liked him. but Drew met this girl and he thinks she's amazing and he can't stop talking about her when he's with Taylor in class. and she says, "oh, i'm so happy for you.", but deep down she's wishing she was with him instead. at night, she would think about him and cry and that's why in the song it says, "he's the reason for the teardrops on my guitar." she regretted the day she didn't tell him she liked him.

this song is REALLY personal and it's so honest and i love it. i know how it feels to be in the same position as Taylor and i think lots of people can relate to it.