Manhattanite Ashley is known to many as the luckiest woman around. After a chance encounter with a down-and-out young man, however, she realizes that she's swapped her fortune for his.
Lindsay Lohan
as Ashley Albright
Chris Pine
as Jake Hardin
Samaire Armstrong
as Maggie
Bree Turner
as Dana
Faizon Love
as Damon Phillips
Missi Pyle
as Peggy Braden
Makenzie Vega
as Katy
Carlos Ponce
as Antonio
Danny Jones
as Danny Jones
Tom Fletcher
as Tom Fletcher
Harry Judd
as Harry Judd
Dougie Poynter
as Dougie Poynter
