Academic overachievers Amy and Molly thought keeping their noses to the grindstone gave them a leg up on their high school peers. But on the eve of graduation, the best friends suddenly realize that they may have missed out on the special moments of their teenage years. Determined to make up for lost time, the girls decide to cram four years of not-to-be missed fun into one night -- a chaotic adventure that no amount of book smarts could prepare them for.

When Scottie Smalls (Thomas Guiry) moves to a new neighborhood, he manages to make friends with a group of kids who play baseball at the sandlot. Together they go on a series of funny and touching adventures. The boys run into trouble when Smalls borrows a ball from his stepdad that gets hit over a fence.

High school student Lane Meyer sinks into suicidal depression when his girlfriend dumps him for jock Roy Stalin, the high school ski racing champion. Meanwhile, he has to deal with his eccentric family, a tenacious paperboy and an obnoxious neighbor whose mother is hosting a beautiful French exchange student named Monique.

As her teacher mother, Carolyn (Alfre Woodard), and her jazz musician father, Woody (Delroy Lindo), worry over monthly bills, grade-schooler student Troy Carmichael (Zelda Harris) banters and bonds with her four brothers. Against her will, Troy is sent to her aunt's southern home for a summer visit, but when she returns to her bustling Brooklyn neighborhood, she learns that a family member is gravely ill. Already mature, Troy is forced to face to some very grown-up facts about life and loss.