The Many Loves of Dobie Gillis is an American sitcom starring Dwayne Hickman that aired on CBS from September 29, 1959, to June 5, 1963. The series was adapted from the "Dobie Gillis" short stories written by Max Shulman since 1945, and first collected in 1951 under the same title as the subsequent TV series, which drew directly on the stories in some scripts. Shulman also wrote a feature-film adaptation of his "Dobie Gillis" stories for Metro-Goldwyn-Mayer in 1953, titled The Affairs of Dobie Gillis, which featured Bobby Van in the title role.

Dwayne Bernard Hickman was an American actor and television executive, producer and director, who worked as an executive at CBS and had also briefly recorded as a vocalist. Hickman portrayed Chuck MacDonald, Bob Collins' girl-crazy teenaged nephew, in the 1950s The Bob Cummings Show and the title character in the 1960s sitcom The Many Loves of Dobie Gillis. He was the younger brother of actor Darryl Hickman, with whom he appeared on screen. After retirement, he devoted his time to creating personalized paintings.