Cast
- Dwayne Hickman as Dobie Gillis
- Frank Faylen as Herbert T. Gillis
- Florida Friebus as Winnifred "Winnie" Gillis
- Bob Denver as Maynard G. Krebs
- Tuesday Weld as Thalia Menninger
- Warren Beatty as Milton Armitage
- Sheila James Kuehl as Zelda Gilroy
- Steve Franken as Chatsworth Osborne, Jr. (credited as "Stephen Franken")
- Doris Packer as Mrs. Armitage and Mrs. Chatsworth Osborne, Sr.
- William Schallert as Professor Leander Pomfritt
- Joyce Van Patten as Mrs. Pomfritt
- Jean Byron as Dr. Imogene Burkhart and Mrs. Ruth Adams
- Bobby Diamond as cousin Duncan "Dunky" Gillis
- Darryl Hickman as brother Davey Gillis
- Michael J. Pollard as cousin Jerome Krebs
- Marjorie Bennett as Mrs. Kenny
- Raymond Bailey as Dean Magruder
- Clinton Sundberg as Trembley, the Armitage butler
- Dabbs Greer as Zelda's father
- Willis Bouchey as Maynard's father
- Herbert Anderson as Maynard's and Dobie's High School Teacher
Read more about this topic: The Many Loves Of Dobie Gillis
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—Propertius Sextus (c. 50–16 B.C.)
““what has cast such a shadow upon you” “The negro.””
—Herman Melville (1819–1891)
“What blessings thy free bounty gives
Let me not cast away;
For God is paid when man receives,
To enjoy is to obey.”
—Alexander Pope (1688–1744)