It's a hot summer day in 1933 in South Philly, where 12-year old Gennaro lives with his widowed mom and his ailing grandpa, who sits outside holding tight to his last quarter, which he's promised to Gennaro and which Gennaro would like to have to buy a ticket to the plush new movie theater. But grandpa's not ready to pass on the quarter or pass on to his final reward: he has some unfinished business with a woman from his past, and he enlists Gennaro to act as his emissary.

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.