Robert was born on Part 28: Voiceover awkardness. Lifesimmer stated that she had given Robert a random name upon his birth as she had not prepared a name for him. Despite the fact that she wanted Jermiah and Lucia to have multiple children, Robert was an only child because he was born so far into the Let's Play. Due to his difficult upbringing, Robert aged up badly in Part 35: Lola's Wedding, which caused him to develop the Evil trait.
Robert lived a very privileged young life in a wealthy household; he even had a gumball machine in his bedroom. He was, however, close to neither of his parents and a victim of neglect.In Part 40: Child on Fire!, Robert accidentally caught fire from his birthday cake when attempting to become a Teen, but fortunately did not die because he ran out into the rain. He Ages Up badly and receives the Clumsy trait. Lifesimmer commented that Robert is "very good-looking" and reminiscent of both Kris and Lucia.