Guest Stars Mackenzie Meehan as Penny Emily Tremaine as Heather Susan Heyward as Cece Griffin Newman as Casper Ephraim Sykes as Marvin Annie Parisse as Andrea Zito Jason Cottle as Detective Whorisky Bo Dietl as Joe Corso Armen Garo as Corrado Galasso Lena Olin as Mrs. Fineman John Ventimiglia as Lou Meshejian Kati Sharp as Vivian Gene Jones as Colonel Parker Julianna Pitt as Pan Am Stewardess Shawn Klush as Elvis Presley Frances Eve as Patty Co Starring Robert Funaro as Tony Del Greco Christian Navarro as Jorge Jill Larson as Bellamy Nicholas Calhoun as Denny Selby Brett Schneider as Stephen Stills Dave Shalansky as Stuart Blume Flora Wildes as Pineapple Girl Hayden Frank as Jan David Rossmer as Buddy Stengel Stephanie Domini as American Century Secretary Justin Osterthaler as Lou's Driver Katie Perpall as Malibu Party Girl Dan Hodapp as Hilton Hotel Clerk Lino Del Core as Blackjack Dealer Carson Kelly as Dean Ben Brock Wilkes as Pink Fairies Drummer, Russell Hunter Michael Gam as Pink Fairies Bassist, Duncan Sanderson Luke Carr as Ping Fairies Guitarist, Paul Randolph Wills Weller as Pink Fairies Vocalist, Twink Dylan Nowik as Jackson Browne Wesley Tunison as Gram Parsons Ivan Goris as Rico Anthony Vaughn Merchant as Dwayne