Movie star Roxy Carmichael is abandoning the bright lights of Hollywood, Calif. and returning to her small Ohio hometown -- at least long enough to dedicate a city building. And now the whole town of Clyde is bracing for Carmichael's return, most of all her now-married old flame Denton Webb and troubled teen Dinky Bossetti. An orphan with few friends, Dinky is convinced that Carmichael is her birth mother, and that the actress will reclaim her when she returns.
Seventeen-year-old Shirley is a good student who works as a babysitter in order to make money for college. One night Michael, a father Shirley works for, confesses he's unhappy with married life. Shirley has a crush on Michael, and seizes this moment to kiss him. Michael is so happy he presents Shirley with a big tip, which gives her an idea. Shirley plans to make extra money by setting up her teenage friends with other unhappy fathers.
A group of high school students, led by a rich boy Derek, is sick of school violence and decides to become underground vigilantes named "Brotherhood of Justice". It starts with the idea "watching people", but things quickly get out of control. "Brotherhood of Justice" turns out another gang of violence. Derek wants to stop it but it is too late, so he takes responsibility for it and gives himself to the law.
David Sinclair seems to have everything going for him: he's smart, musically talented, and very successful. To top off his senior year in high school, his band is trying to get a recording session. Therefore, David's suicide leaves everyone, especially his best friend and band-mate, Chris, with a lot of questions.
Birdee Pruitt has been humiliated on live television by her best friend, Connie, who's been sleeping with Birdee's husband, Bill. Birdee tries starting over with her daughter, Bernice, by returning to her small Texas hometown, but she's faced with petty old acquaintances who are thrilled to see Birdee unhappy -- except for her friend Justin. As he helps Birdee get back on her feet, love begins to blossom.
Gus Van Sant tells the story of a young African American man named Jamal who confronts his talents while living on the streets of the Bronx. He accidentally runs into an old writer named Forrester who discovers his passion for writing. With help from his new mentor Jamal receives a scholarship to a private school.