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.
Ashley Albright
Lindsay Lohan
Jake Hardin
Chris Pine
Maggie
Samaire Armstrong
Dana
Bree Turner
Damon Phillips
Faizon Love
Peggy Braden
Missi Pyle
Katy
Makenzie Vega
Antonio
Carlos Ponce
Danny Jones
Danny Jones
Tom Fletcher
Tom Fletcher
Harry Judd
Harry Judd
Dougie Poynter
Dougie Poynter
Madame Z
Tovah Feldshuh
Mac
Dane Rhodes
Tiffany
Jaqueline Fleming
David Pennington
Chris Carmack
Doorman Oscar
Ira Hawkins
Aunt Martha
J.C. Sealy
Tough Jailbird
Mikki Val
Tom Gilpin
Marcus Hester
Phillips Minion
Ameer Baraka
Phillips Minion
Anne Ewen
Phillips Minion
Thomas Tah Hyde III
Phillips Minion
Mark Wystrach
Mrs. Pennington
Strawn Bovee
Diner Owner
Gerry Vichi
Diner Bacon Guy
Dennis Wit
Party Detective
Kenny Alfonso
Party Cop
Ray Garvey
Jail Deputy (as Lawrence C. Gamell Jr.)
Larry Gamell Jr.
Zuki - Japanese Maitre D'
Rome Kanda
Palace Cab Driver
Jon Manfrellotti
Palace Model
Deanna Miller
Palace Clipboard Man
Erik Liberman
Lottery Cashier
Al Roffe
Kissing Groom
Dean Cochran
Bride
Mary Firestone
Kissing Street Performer
Matthew Morgan
Kissing Hospital Patient
Dariush Vollenweider
Steam Room Guy
Denis Gawley
Steam Room Guy
Russ Klein
Kissing Jogger
Loring Murtha
Haz-Mat Officer
Kevin Scanlon
Stage Manager (as David E. Jensen)
David Jensen
Recording Engineer
J.P. Patterson
Art Gallery PR Woman
Kathy Tong
Central Park Cop
Frank Ferrara Sr.
Central Park Jogger
Kasie Head
Concert Goer
Hannah Tointon
Janet the Bank Teller
Kayla Ewell
Bicycle Driver (uncredited)
Craig 'Radio Man' Castaldo
Bernie - Jake's Driver
John Bernard Martin
Sky Dancer
Alexandra Apjarova
Sky Dancer
Christine Van Loo
Party Dancer
Jennifer Arden
Party Dancer (as Tiffany J. Billiot)
Tiffany Jackson
Party Dancer
Michelle N. Gibson
Party Dancer
Kerry Lambert
Party Dancer
Luke Sexton
Mud Dancer
Misty Marshall