Eddie, a poor street conman, has his 'guess in which briefcase' trick ruined by Manhattan lifestyle magazine deputy editor Hallie Galloway. Due to a bet with her boss, she must transform Eddie into a dashingly eligible bachelor for a charity auction. In order to pay back his generous benefactor, restaurateur Angelo, Eddie accepts. He not only proves a quick learner and born charmer, the gentleman in him awakes and so does love in their harts. But their true pasts catch up.
Dean Cain
as Eddie
Christina Cox
as Hallie Galloway
David James Lewis
as Bobby
Jocelyne Loewen
as Christine
Tom Butler
as Paul Gottman
Greg Rogers
as Angelo
Michael Karl Richards
as Sean
Michael Daingerfield
as George
Abigail Delves
as 4 Year Old Girl
Kaja Gjesdal
as Blonde Woman
Ildiko Ferenczi
as Brunette Woman
Tatiana Turner
as Redheaded Woman