After three weeks of chatting with the thirty-two year old photographer Jeff Kohlver over the Internet, fourteen year old Hayley Stark meets him in the Nighthawks coffee shop. Hayley flirts with him in spite of the age difference and proposes to go to his house. Once there, she prepares a screwdriver for them and Jeff passes out. When he awakes, he is tied up to a chair, and Hayley accuses him of pedophilia. Jeff denies the accusation, and Hayley begins to torture him in a cat and mouse game.

Zack and Miri are two lifelong platonic friends who make an adult film to pay the rent of their apartment. With their friend Delaney, the couple set out for auditionees for their porn film, but in the process of filming, they realize they feel more for each other than they had before.

Two attractive young lesbians, Maggie and Kim, meet in Vancouver, develop a passionate romance, and move in together. Meanwhile, Maggie's well-meaning but naive mother Lila gets divorced and decides to move to Vancouver and join the household. Soon after, Lila is befriended by Judy, a transsexual about to undergo a sex-change operation. Complications ensue as the conservative Lila learns the truth about Maggie, Judy, and their diverse group of friends.

A rustic Oregon town is the backdrop for this tale of men and women touched by love's inescapable spell. From Bradley, the hopeless romantic who looks for love in all the wrong places; to Harry, a local professor with the wisdom and experience to guide those close to him; to young, beautiful Chloe, who defies fate in romancing the troubled Oscar.