The Many Loves of Dobie Gillis : Dobie Plays Cupid (1961)
Directed by Rodney Amateau
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Synopsis
Dobie persuades two girls to flirt with Maynard (Bob Denver). Angela: Sybil Rickel. Jenny: Trudy Ziskind. Dobie: Dwayne Hickman. Mr. Gillis: Frank Faylen. Mrs. Gillis: Florida Friebus. Mrs. Osborne: Doris Packer. Chatsworth: Stephen Franken.