Isabel is finishing medical school and destined to become a brilliant heart surgeon. Al is a video store clerk, a one-hit-wonder director whose first and only film became a cult classic. Their electric, passionate, and deeply maddening relationship can't possibly work. Tired of endlessly coming together and breaking up, they make a list of ten things to do before they finally say good-bye. But after a few perfect dates the list takes a dark turn, and their plan spirals out of control as they realize they would rather destroy each other than let go.