7 Guys Who Totally Blew It With Taylor Swift

Year: 2010

What Happened: The Nashville-meets-Hollywood fairy tale came to a screeching halt after a few picture-perfect dates, including their romantic Thanksgiving together. His confusing behavior reportedly inspired her 2012 song "We Are Never Ever Getting Back Together." Still, Taylor reportedly put her best foot forward when they ran into each other after the 2015 Golden Globes in January.