Guest Stars Taryn Manning as Rebecca Peabody Kyle Gibson as Victor Castillo Steven Gilborn as Dr. Chris Carlisle Scott Lawrence as Principal Bybee Peter Hermann as David Christina Milian as Tennisha David Wells as Detention Monitor Jeremy Garrett as Brian Rosalind Chao as Anne Collins Shannon Tweed as Joanna Parsons Jensen Daggett as Dr. Serena Wolff Josh Daugherty as Adam Linda Porter as Office Assistant Michael Malota as Bob Karon Kearney as Rebecca's Mother Bobby Slayton as Bill Uncredited Sarai Koo as Library Student