Lee Simon, a journalist, has just split up with his insecure wife Robin. He launches into a series of sexual escapades that include a film star, a supermodel and an aspiring actress. Meanwhile, Robin considers plastic surgery and imagines a life on her own. However, both eventually find love again: Lee with Nola, for whom he must dump a woman he has been about to move in with, and Robin with TV producer Tony, who gives her confidence to begin a new career.
Hank Azaria, Kenneth Branagh, Judy Davis, Leonardo DiCaprio, Melanie Griffith, Famke Janssen, Joe Mantegna, Winona Ryder, Michael Lerner, Bebe Neuwirth, Charlize Theron, Isaac Mizrahi, Debra Messing, Patti D'Arbanville, Greg Mottola, Jeff Mazzola, Dick Mingalone, Vladimir Bibic, Francisco Quijada, Aleksa Palladino, Dan Moran, Pete Castellotti, A Lee Morris, Douglas McGrath, Maurice Sonnenberg, Mina Bern, Tommie Baxter, Kathleen Doyle, Arthur Berwick, Jodi Long, John Carter, Marylouise Burke, Peter Boyden, Peter McRobbie, Mary Catherine Wright, J.K. Simmons, Dylan Baker, Eve Salvail, Polly Adams, Brian McConnachie, Irina Pantaeva, Frederique Van Der Wal, Daisy Prince, Tina Sloan, Dayle Haddon, Bill Gerber, Julie Halston, Renee Lippin, Kate Burton, Carmen Dell'Orefice, Andre Gregory, Alicia Meer, Becky Ann Baker, Steve Mellor, Gerry Becker, Ileen Getz, Larry Pine, Marian Seldes, Frederick Rolf, David Margulies, Ramsey Faragallah, William Addy, Patrick McCarthy, Bernard Addison, Mary Schmidtberger, Sarah Buff, Tony Sirico, Kenneth Edelson, Sam Gray, Antonette Schwartzberg, Gabriel Millman, Gretchen Mol, Timothy Jerome, Jim Moody, Robert Torres, Steven Randazzo, John Costelloe, Joey Buttafuoco, Adrian Grenier, Sam Rockwell, John Doumanian, Lorri Bagley, Richard Mawe, Ted Neustadt, Bruce Jay Friedman, Erica Jong, Ned Eisenberg, Clebert Ford, Ralph Pope, Tony Darrow, Victor Colicchio, Donna Hanover, Allison Janney, Howard Erskine, Celia Weston, Donald Trump, Wood Harris, Angel Caban, Ingrid Rogers, Jeffrey Wright, Karen Duffy, Brian McCormack, Gigi Williams, Aida Turturro, Bruno Gunn, Frank Pellegrino Sr.