Bob Denver and Dwayne Hickman in The Many Loves of Dobie Gillis (1959)

Diana Millay in The Many Loves of Dobie Gillis (1959)

Tuesday Weld and Dwayne Hickman in The Many Loves of Dobie Gillis (1959)

Bob Denver, Dwayne Hickman, and Iris Mann in The Many Loves of Dobie Gillis (1959)

Frank Faylen and Florida Friebus in The Many Loves of Dobie Gillis (1959)

Jack Albertson and Milton Frome in The Many Loves of Dobie Gillis (1959)

Frank Faylen in The Many Loves of Dobie Gillis (1959)

Dwayne Hickman in The Many Loves of Dobie Gillis (1959)

Nancy Hadley and Dwayne Hickman in The Many Loves of Dobie Gillis (1959)

Frank Faylen and Dwayne Hickman in The Many Loves of Dobie Gillis (1959)

Tuesday Weld, Dick Gering, Robert Paget, and Tom Orme in The Many Loves of Dobie Gillis (1959)

Dwayne Hickman and Sheila James Kuehl in The Many Loves of Dobie Gillis (1959)

Margie Liszt and Jane Wald in The Many Loves of Dobie Gillis (1959)

Warren Beatty and Tuesday Weld in The Many Loves of Dobie Gillis (1959)

Bob Denver, Lee Goodman, and Dwayne Hickman in The Many Loves of Dobie Gillis (1959)

Tuesday Weld, Ronnie Haran, and Dwayne Hickman in The Many Loves of Dobie Gillis (1959)

Tuesday Weld in The Many Loves of Dobie Gillis (1959)