According to About.com, Swift described this song at a concert she gave at Gold Country Casino as being about the best first date that she has yet to have.
Taylor Swift explained to That's Country: "This is a song about the fearlessness of falling in love. No matter how many break up songs you write, no matter how many times you get hurt, you will always fall in love again. When I wrote 'Fearless,' I wasn't dating anyone. I wasn't even in the beginning stages of dating anybody. I really was all by myself out on tour and I got this idea for a song about the best first date. I think sometimes when you're writing love songs, you don't write them about what you're going through at the moment, you write about what you wish you had. So, this song is about the best first date I haven't had yet."
One of the themes on the Fearless album is kissing. For instance on this song Swift describes the first kiss as "flawless", whilst on "That's The Way I Loved You", she sings about kissing in the rain. Swift admitted to CMT Radio that she is fascinated by the "theme of love and kissing and breaking up and fairy tales and boys." She added: "That's what I love to write songs about. It's funny how you can mention one thing, like kissing, and have it be completely different in each song and have it mean a different thing."
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