Roberta is Donna's 15-year-old biological daughter from her marriage to Robert. Because of her father's frequent absences, Roberta grew up with a rebellious, independent streak. She is highly popular, socially active, and image-conscious at Stoolbend High School. While she initially resented Cleveland and Cleveland Jr. invading her space, she eventually grew to accept them as family, though she still spends most of her time hanging out with her boyfriend, Gabriel (Federline Jones).

Cleveland Jr. is Cleveland’s biological son from his marriage to Loretta. In his early appearances on Family Guy, he was depicted as a hyperactive, skinny kid with a talent for golf. Following his parents' divorce, he underwent a massive physical and personality shift. By the time he moved to Stoolbend, he had become a sweet-natured, obese, and highly intellectual 14-year-old. He is deeply sensitive, suffers from low self-esteem, loves nerd culture, and is completely unaware of how brilliant he actually is.

Gabriel Friedman (Federline Jones) comes from an affluent, highly educated background that contrasts sharply with his street-aspiring persona. Here is the background of Roberta's boyfriend:

Upbringing and Family

Gabriel was raised in an affluent, upper-middle-class household in Stoolbend. His parents, Saul and Sarah Friedman, are both respected, loving college professors. Because of his Jewish heritage and his parents' academic lifestyle, Gabriel grew up with every financial and educational advantage.

The Persona Shift

Despite his privileged roots, Gabriel chose to completely reject his suburban reality. He adopted the rap alias "Federline Jones" and began immersing himself in a heavily stereotyped hip-hop lifestyle. He dresses in oversized streetwear, speaks in urban slang, and actively tries to project a tough, "from the streets" image. He even recorded his own underground rap CD titled "Fireman Killer" to boost his street credibility, despite having never faced any actual hardships.

Acceptance by His Parents

While his try-hard hip-hop persona frequently annoys Cleveland Brown, Gabriel's parents are incredibly supportive of him. Instead of fighting his rebellion, Saul and Sarah completely embrace their son's lifestyle, viewing it as a phase of creative self-expression. They even attempt to use hip-hop lingo themselves to bond with him, much to Gabriel's embarrassment.

Cleveland grew up in Stoolbend, Virginia, where he was a star high school baseball player and deeply in love with Donna Tubbs. After Donna married someone else, Cleveland moved to Quahog, Rhode Island, where he worked as a deli owner, married a woman named Loretta, and became best friends with Peter Griffin. After Loretta cheated on him and they divorced, Cleveland lost his house and decided to move to California with his son. However, a pit stop in his hometown of Stoolbend reunited him with Donna, leading him to settle down there permanently.

Donna is a lifelong resident of Stoolbend who was Cleveland's high school sweetheart. She ultimately chose to marry a local "bad boy" named Robert Tubbs instead of Cleveland. Donna and Robert had two children, Roberta and Rallo, but Robert proved to be a highly irresponsible, neglectful husband and father, leading to their divorce. Left to raise two kids on her own while working as a secretary at Stoolbend High School, Donna eagerly reconnected with Cleveland when he passed back through town.

Rallo is Donna's precocious 5-year-old biological son. Because his biological father was largely absent, Rallo essentially raised himself to be the "man of the house" from a toddler age. He is an old soul with a smooth-talking, confident personality that mimics a suave adult businessman. He attends kindergarten at Harper Elementary, frequently hangs out with his elderly neighborhood friends, and has a rocky but secretly affectionate relationship with his step-father, Cleveland.