It stars Matthew Modine, Randy Quaid, Paul Reiser, Janeane Garofalo, Amy Brenneman, Eliza Dushku, Rob Reiner, Amber Benson, and Lindsay Crouse.

In particular, it focuses on the lifestyle of three divorced men in the Los Angeles area, Dave Goldman (Matthew Modine), wrestling coach/driver's ed teacher Vic D'Amico (Randy Quaid), and real estate agent Donny Carson (Paul Reiser).

The film is presented from their perspective and it reveals their relationships with their children, former wives, girlfriends, male friendships, and their identities as divorced men.

Janeane Garofalo's performance as the "date from hell" got good reviews, and earned her a nomination for an American Comedy Award.

The film's soundtrack includes performances by Linda Ronstadt, The Proclaimers, Mary Chapin Carpenter, Ben Taylor, Everly Brothers, and Jackson Browne.