- 1957 (20 years old) | 1957
Bobby and Marilyn re-wed in a Los Angeles ceremony on March 8, 1957. After the wedding, he relocated to Santa Monica and began working as a clerk in a haberdashery in Pacific Palisades to support his marriage. Sometime in August 1957, Bobby has his first child, a son named Daniel, who becomes the first of three children.
In 1957 at the age of 20, Bobby met George Herms at Hermosa Beach. Bobby and George Herms become best friends, both involved in the Beatnik culture.
- 1958 (21 years old) | 1958
At age 21, in 1958, that August, he had a daughter named Aaron, his second child. Bobby appeared in his last film, The Party Crashers, released in September.
- 1959 (22 years old) | 1959
In October 1959, at age 22, Bobby was arrested on a narcotics charge and later acquitted.
- 1960 (23 years old) | 1960
Sometime in 1960, Bobby was separated from Marilyn, which later in the year resulted in a divorce. A day after Bobby’s 23rd birthday, on March 4th 1960, his third child named, Katherine, a daughter, was born.
In mid-June of ’60, he was arrested for assault with a deadly weapon in Malibu. Two hecklers made insulting remarks while he was washing his girlfriend’s car, Suzanne Stansbury, and he struck one of them with a pistol. He was charged with “disturbing the peace” and “assault with a deadly weapon”; the charges were later dropped.
That December, Bobby appeared in his last televised role, the Rawhide episode Incident of the Captive.
- 1961 (24 years old) | 1961
Sometime in 1961, Bobby relocates to Topanga Canyon.
Exactly a month and a day after turning 24, Bobby was arrested with his girlfriend, Suzanne Stansbury, for stealing money from an animal clinic. Later, the burglary charge against Bobby was dropped for lack of evidence. Almost a month after his arrest in April, he was arrested again for forging a $45 check and pleaded guilty. On May 2nd, Bobby was arrested a third time for possessing narcotics. Due to this, in October, Bobby was referred to psychiatric court and committed as a narcotic addict to a Narcotics Rehab Center at Chino (Men’s Institution at Tehachapi) for six months.
- 1962 (25 years old) | 1962
In April of 1962, at age 25, Bobby was released from Tehachapi prison.