Flighty Emily "Jacks" Jackson works for the British edition of Vogue magazine. Rather than pursue a relationship, Jacks regularly hooks up with her devoted ex-boyfriend, James Wildstone, and lives with Peter Simon, a gay screenwriter. When Jacks meets Argentinian photographer's assistant Paolo Sarmiento, she assumes he is gay and tries to bring him and Peter together, unaware that Paolo is straight and in love with her.
Brittany Murphy
as Emily Jackson
Matthew Rhys
as Peter Simon
Santiago Cabrera
as Paolo Sarmiento
Catherine Tate
as Tallulah Wentworth
Jamie Sives
as Finlay
Stephanie Beacham
as Felicity Wentworth
Gwyneth Paltrow
as Jacks
Orlando Bloom
as Paolo
Dawn French
as Therapist
Will Keen
as David Williams
Michael Lerner
as Marvin Berstein
Richard Wilson
as Registrar