Star softball player, Lisa, has just been cut from the national team; Scholarly business man, George, has just been indicted from his father's company. With everything that they know in their lives taken from them, Lisa and George attempt to find romance. Lisa's potential boyfriend, Matty, however, is as clueless and perpetually single as they come, and George's girlfriend just dumped him. A chance hook-up through mutual friends, Lisa and George may be able to form a friendship, or more, that can help them climb out of the piles of lemons that life has handed to them.

An odd couple take to the open road. Having followed his girlfriend out to California's Wine Country for the summer, Yale law student Sherman finds himself dumped, and cut off from his high-society mother's money. A stranger stranded in a strange land, he hitches a ride with Palmer, a washed-up, unapologetically eccentric Olympic athlete. There are detours along the way, including the possibility of an enlightening girlfriend, an encounter with a gun-wielding gourmet chef and a chance for the former athlete to be on top again. A comedy about absent fathers and damaged sons striving to find balance between responsibility and recklessness.