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.
Top Cast
LI
Lindsay LohanAshley Albright
CH
Chris PineJake Hardin
SA
Samaire ArmstrongMaggie
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Bree TurnerDana
FA
Faizon LoveDamon Phillips
MI
Missi PylePeggy Braden
MA
Makenzie VegaKaty
CA
Carlos PonceAntonio
DA
Danny JonesDanny Jones
TO
Tom FletcherTom Fletcher
HA
Harry JuddHarry Judd
DO
Dougie PoynterDougie Poynter
TO
Tovah FeldshuhMadame Z
DA
Dane RhodesMac
JA
Jaqueline FlemingTiffany
CH
Chris CarmackDavid Pennington
IR
Ira HawkinsDoorman Oscar
J.
J.C. SealyAunt Martha
MI
Mikki ValTough Jailbird
MA
Marcus HesterTom Gilpin
AM
Ameer BarakaPhillips Minion
AN
Anne EwenPhillips Minion
TH
Thomas Tah Hyde IIIPhillips Minion
MA
Mark WystrachPhillips Minion
ST
Strawn BoveeMrs. Pennington
GE
Gerry VichiDiner Owner
DE
Dennis WitDiner Bacon Guy
KE
Kenny AlfonsoParty Detective
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Ray GarveyParty Cop
LA
Larry Gamell Jr.Jail Deputy (as Lawrence C. Gamell Jr.)