The video commences with Drew asking Swift , " Hey , are you gon na go to the game on Friday ? " Swift responds , " Well , I was thinking about it . Why ? " He then admits it was just curiosity , informs Swift about a girl he met , and walks away . The video then transcends to Swift , wearing a long aquamarine evening gown , lying beside an acoustic guitar on a mattress in a bedroom . She performs the song until the scene transitions to Swift and Drew at the library , where he parodies a novel and she chuckles . The librarian requests for the two to maintain silence , so they converse quietly . Afterwards , Swift is in a chemistry laboratory , where she is mixing substances . Distracted by Drew approaching her , she accidentally pours too much of one substance and causes it to spill . They both rapidly attempt to clean the mess generated . As the song approaches its bridge , Swift and Drew walk towards each other , both smiling , but Drew then kisses his girlfriend , as Swift watches in despondency . The video again transcends to the performance scene , where it concludes . Cut-scenes feature Swift lying on the mattress , crying , and standing beside a fireplace in the bedroom . The video received a nomination for " Number One Streamed Music Video " at the web-hosted 2007 CMT Online Awards , but lost to Sugarland 's " Stay " ( 2007 ) . The video received a nomination for MTV Video Music Award for Best New Artist at the 2008 MTV Video Music Awards , but lost to Tokio Hotel 's video for " Ready , Set , Go ! " ( 2007 ) . To date , the video has over 138 million views on YouTube
2008 MTV Video Music Awards
2008 MTV Video Music Awards
Teardrops on My Guitar