Sidewalks of New York (2001)

Sidewalks of New York
Comedy, Drama, Romance
The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.
Starring
Edward Burns, Heather Graham, Rosario Dawson, Dennis Farina, Brittany Murphy, David Krumholtz, Stanley Tucci, Callie Thorne, Aida Turturro, Kathleen Doyle
Directed By
Edward Burns