102. "Out of the Woods" (2014)
Taylor loves to sing about boyfriends who are terrible drivers, but this guy takes the prize – he crashes their snowmobile and gets twenty stitches in the hospital. Call a cab, girl. "Out of the Woods" has great verses that unfortunately get ruined by a weak chorus and godawful production. (Jack Antonoff was still learning how to work with her voice, and wow, he wasn't even halfway there yet – it's the production equivalent of a snowmobile wreck. Why did he think this tune needed male Tarzan yodels?) The song deserved so much better, since the lyrics are packed with poignant details – did they take the Polaroid couch selfie before or after they moved the furniture so they could dance? Either way, here's hoping it earns a yodel-free do-over.
Best line: "Two paper airplanes flying, flying, flying."