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

Tovah Feldshuh as Madame Z

Dane Rhodes as Mac

Jaqueline Fleming as Tiffany

Ira Hawkins as Doorman Oscar

J.C. Sealy as Aunt Martha

Mikki Val as Tough Jailbird

Marcus Hester as Tom Gilpin

Ameer Baraka as Phillips Minion

Anne Ewen as Phillips Minion

Hannah Tointon as Concert Goer

Mark Wystrach as Phillips Minion

Kathy Tong as Art Gallery PR Woman

Chris Carmack as David Pennington

Kayla Ewell as Janet the Bank Teller

Craig 'Radio Man' Castaldo as Bicycle Driver (uncredited)