"Fearless" is a country pop song performed by American singer-songwriter Taylor Swift. The song was co-written by Swift in collaboration with Liz Rose and Hillary Lindsey and produced by Nathan Chapman and Swift. "Fearless" was released on January 3, 2010 by Big Machine Records as the fifth and final single from Swift's second studio album of the same name (2008). Swift composed the song while traveling on tour to promote her eponymous debut album, Taylor Swift (2006). She wrote "Fearless" in regard to the fearlessness of falling in love and eventually titled her second studio album after the song. Musically, it contains qualities commonly found in country pop music and, lyrically, is about a perfect first date.

"Fearless" received acclaim from contemporary critics, many of whom complimented it for appealing to different age groups. In the United States, "Fearless" debuted and peaked at number 9 on the Billboard Hot 100 and was certified platinum by the Recording Industry Association of America (RIAA), becoming the first single released after being certified gold by the RIAA. "Fearless" also entered charts in Canada and Spain. Swift performed the song in various venues, some of which were included on the Fearless Tour (2009–10). Footage from the Fearless Tour performances were used to comprise a music video for "Fearless", directed by Todd Cassetty. The video features both footage of the tour itself and backstage.

"Fearless" was written by Swift in collaboration with Liz Rose and Hillary Lindsey and produced by Nathan Chapman alongside Swift. Swift conceived the song while touring as opening act in order to promote her eponymous debut album, Taylor Swift (2006). While writing the song, she was not dating anyone or "even in the beginning stages of dating anybody." She wrote the song after she analyzed the ideology of what was the best first date. While developing "Fearless", Swift explained the writing process, stating, "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." The song was composed with two concepts in mind. Swift described the song's primary concept to be about "the fearlessness of falling in love", and "no matter how many times you get hurt, you will always fall in love again." The second, is about the best first date, which Swift stated she hadn't experienced at the time of writing "Fearless". After completing the song, Swift deeply deliberated her personal definition of the word "fearless". To her, "fearless doesn't mean you're completely unafraid and it doesn't mean that you're bulletproof. It means that you have a lot of fears, but you jump anyway." That influenced her to title the album Fearless. The song was first released as a promotional single from the album on October 14, 2008 as part of Countdown to Fearless an exclusive campaign by the iTunes Store; it was later released as the fifth and final single from Fearless on January 4, 2010.

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