Swift first performed the track at '' Billboard '' headquarters in 2006 . She then performed " Picture to Burn " 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 performed the song dressed in a black , knee-length dress and red cowboy boots with a design of a skull and crossbones across it , as she roamed around the stage . 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 . During mid-2007 , Swift embarked as the opening act on several dates for Tim McGraw 's and Faith Hill 's joint tour , Soul2Soul II Tour ( 2006 – 07 ) , where she again performed the song . Swift performed " Picture to Burn " to close while she was again opening for Rascal Flatts for their Still Feels Good Tour in 2008 . While promoting another single from '' Taylor Swift '' , Swift executed her first televised performance of " Picture to Burn " was on October 10 , 2007 on '' Regis & Kelly '' . She then performed the song at a concert at the Apple Store in SoHo , New York , which was recorded and released as a live extended play ( EP ) , '' iTunes Live from SoHo '' , exclusively sold through the iTunes Store . Commencing promotion for it in early and mid-2008 , Swift performed " Picture to Burn " on Studio 330 Sessions , '' Good Morning America '' , the 2008 CMT Music Awards , and '' Nashville Star '' . Since completing promotion for '' Taylor Swift '' and its corresponding singles , the singer has performed the song on Clear Channel Communications 's Stripped , at the 2009 CMA Music Festival , at the 2009 V Festival , and at the Australian charity concert Sydney Sound Relief
Soul2Soul II Tour
Soul2Soul II Tour
Picture to Burn