Special Guest Stars Natasha Lyonne voices Sophie Asia Kate Dillon voices Paula Guest Stars Pamela Hayden voices Milhouse Van Houten Grey DeLisle Griffin voices Martin Prince Pamela Hayden voices Jimbo Jones Tress MacNeille voices Dolph Shapiro Grey DeLisle Griffin voices Sherri Grey DeLisle Griffin voices Terri Kevin Michael Richardson voices Lewis Clark Tress MacNeille voices Mrs. Muntz Kevin Michael Richardson voices Anger Watkins Tress MacNeille voices Sam Monroe Tress MacNeille voices Female Portland Audience Member Chris Edgerly voices Audience Members Co Starring Jill Sobule voices Lumberjill Performer