The men have their moms come over for dinner, but Sean ruins the evening; Randy aids an injured bird; and Randy and Dave have a meeting with a producer to discuss a possible movie about Aaron Spelling.
The men go to a Playboy party hosted by Hugh Hefner; Randy and Dave and have a meeting with a casting director; and a music producer meets with Sean to talk about cutting a track, but Sean reveals his insecurities.
The men go to San Diego, where Sean makes a bet that he can drink shots of hot sauce rather than alcohol. The friends fear that Sean has slipped back to his old ways, so they ask Jack Osbourne to talk to him. Also: Randy appears on “Extra” to talk about his dad.
Sean's excessive smoking and drinking cause problems for him, threatening his singing career and causing an embarrassing situation in a restaurant. Randy and David intervene and hire a yoga guru to help him.
Randy gets an acting role in an indie film, and he and Dave travel to a town near Palm Springs where scenes are being shot; and Randy and Sean go on actor C. Thomas Howell's radio show and talk about what it's like being the sons of celebrities.
David comes home after spending time with Randy and his family following the death of Aaron Spelling; Sean talks to his dad about his music career and has a session with a vocal coach; and David and Randy talk over lunch about the Spelling family feud.
Actress Bai Ling and a friend visit the mansion; the men plan a trip to Miami, but Sean gets sick and can't travel; Dave and Randy meet a housewife who tells them all she's learned from tabloids about the Spellings; and the guys return to Los Angeles when they get news that Aaron Spelling's condition is grave.