Comedy / Drama / Family / Fantasy / Romance /

Score: 61.6%( 1959 votes )

Overview: 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.

Cast:

Lindsay Lohan
Ashley Albright

Chris Pine
Jake Hardin

Samaire Armstrong
Maggie

Bree Turner
Dana

Faizon Love
Damon Phillips

Missi Pyle
Peggy Braden

Makenzie Vega
Katy

Carlos Ponce
Antonio

Danny Jones
Danny Jones

Tom Fletcher
Tom Fletcher

Harry Judd
Harry Judd

Dougie Poynter
Dougie Poynter

Tovah Feldshuh
Madame Z

Dane Rhodes
Mac

Jaqueline Fleming
Tiffany

Ira Hawkins
Doorman Oscar

J.C. Sealy
Aunt Martha

Mikki Val
Tough Jailbird

Marcus Hester
Tom Gilpin

Ameer Baraka
Phillips Minion

Anne Ewen
Phillips Minion

Hannah Tointon
Concert Goer

Mark Wystrach
Phillips Minion

Kathy Tong
Art Gallery PR Woman

Chris Carmack
David Pennington

Kayla Ewell
Janet the Bank Teller

Craig 'Radio Man' Castaldo
Bicycle Driver (uncredited)