 She performed "Teardrops on My Guitar" as she opened for Rascal Flatts on several dates, from October 19 to November 3, 2006, included on the Me and My Gang Tour (2006–07).Swift opened the concert with the song and dressed in a black, knee-length dress and red cowboy boots with a design of a scull and cross bones across it, playing an acoustic guitar.She also performed the song when she served as opening act on twenty dates for George Strait's 2007 United States tour, and selected dates for Brad Paisley's Bonfires & Amplifiers Tour in 2007.