Dwayne Hickman Dobie Gillis Actor Bob Denver Maynard G. Krebs Actor Yvonne Lime Melissa Frome Actor Tuesday Weld Thalia Menninger Actor Jean Byron Mrs. Ruth Adams, Dr. Burkhart Actor Warren Beatty Milton Armitage Actor Sheila Kuehl Zelda Gilroy Actor Tommy Farrell Riff Ryan Actor Frank Faylen Herbert T. Gillis Actor Florida Friebus Winnie Gillis Actor Darryl Hickman Davey Gillis Actor William Schallert Mr. Leander Pomfritt Actor Doris Packer Clarice Armitage, Mrs. Chatsworth Osborne Sr. Actor Ron Howard Guest Star James Yagi Guest Star Angelo De Meo Guest Star Ray Hemphill Guest Star Michael J. Pollard Guest Star Rod Amateau Producer, Director Max Shulman Writer