 Swift 's first televised performance of " You Belong with Me " was at a free outdoor concert on May 29 , 2009 , broadcast by The Today Show . Following promotion for the song , she performed it on The Tonight Show with Jay Leno , Studio 330 Sessions , at the 2009 CMA Music Festival , at the 2009 CMT Music Awards , and at the 2009 V Festival , in the summer of 2009 . Swift performed " You Belong with Me " at the 2009 MTV Video Music Awards on September 13 , 2009 , the same day in which Kanye West interrupted her acceptance speech . She began the performance in a subway station , dressed in a brown trench coat and black beanie , and continued it in a subway , taking off the trench coat and revealing a red cocktail dress . Once the subway docked at a stop , Swift completed the performance atop a yellow taxi cab . Swift later performed the song on The View and Saturday Night Live . In the fall of 2009 and winter of 2009 through 2010 , Swift commenced promotion for " You Belong with Me " countries outside of the United States ; she performed the song on the United Kingdom channel GMTV , the Australian charity concert Sydney Sound Relief , and the Japanese talk show The Sukkiri Morning Show . 
