Fearless is Taylor’s monster hit second studio album—and the second album she covers on the Era’s Tour. The title song is Swift’s fantasy of the perfect first date, showing how skilled a writer she was even at 17. But it also foreshadows her even greater songs to come, diving into themes she would return to again and again, as Joe and Toni discuss. Learn more about your ad choices. Visit megaphone.fm/adchoices