A smooth-talking ad executive attributes his remarkable success with women to his ability to manipulate their emotions from the moment he first meets them. When his teenage nephew drops in for a visit, he soon learns that his approach isn't as foolproof as he thought when he attempts to teach the boy how to pick up women.
Campbell Scott
as Roger Swanson
Jesse Eisenberg
as Nick
Isabella Rossellini
as Joyce
Elizabeth Berkley
as Andrea
Jennifer Beals
as Sophie
Morena Baccarin
as Girl in Bar
Mina Badie
as Donna
Ato Essandoh
as Bouncer
Peter Appel
as Alert Doorman
Ben Shenkman
as Donovan
Chris Stack
as Chris
Lisa Emery
as Woman in Bar