Courting Disaster

10 Worst Breakup Lines Ever

Courting Disaster is Jackalope Ranch's weekly column of dating horror stories, observations, how-tos, and more by Katie Johnson. Names of ex-boyfriends, past hookups, and bad blind dates have been changed to protect the guilty.

Oh, the breakup. Whether it goes down like a smooth operator or a jagged little pill, the breakup conversation is never a fun one. On the enjoyment scale, ending a relationship usually falls somewhere between getting a root-canal and running over your neighbor's dog.