A realistic, funny and at times, heart-breaking look at dating, love and friendship told from the point of view of Tyler, a perpetual bachelor. Tyler follows a set of rules specifically designed to help him avoid emotional attachment. His most important rule is that he can get over anyone in less than six months. Knowing that he will get over any woman allows him to dismiss relationships easily and without regret. When his best friend is dumped, Tyler takes him under his wing. At the same time, Tyler meets a girl who changes everything he thinks he knows about relationships. With the influence of his best friend and the new woman in his life, Tyler finally tries to be a better man.