Brooke Elliott Jane Bingum Actor Margaret Cho Teri Lee Actor Jackson Hurst Grayson Kent Actor Josh Stamberg Jay Parker Actor Kate Levering Kim Kaswell Actor April Bowlby Stacy Barrett Actor Ben Feldman Fred Actor Brooke D'Orsay Deb Actor Rosie O'Donnell Judge Madeline Summers Guest Star Chuck Woolery Chuck Woolery Guest Star Gabriel Olds Simon Dewey, Jake Garner Guest Star Steve Barnes Gary Monroe Guest Star Charlotte Haynes Hazzard Angie Mason Guest Star Robert Herrick Ken Hall Guest Star Caroline McKinley Dr. Lois Farrar Guest Star Melissa Ponzio Selette Garner Guest Star