They have been paired up together on numerous occasions and appear to get along and work together pretty well. Felix Boulevardez - Felix and Bobby have a surprisingly solid friendship.Bobby doesn't have many scenes with them but when he does, he is usually seen playing with them (or eating their food). BeBe & CeCe Proud - Bobby's nephew and niece.Bobby also helped Penny with her ride share app business "Get In". Even when Penny gave an acceptance speech for a music award, she gave the biggest shout out to Bobby saying he was someone who was like a father to her. During this time, Penny had to leave her friends behind but she never stabbed Bobby in the back. Bobby has also helped Penny with her music career and even became her manager. Penny is always happy to see him (unless she is already in a bad mood). The two of them seem to have a loving uncle/niece relationship. They seem to be even closer in Louder and Prouder as Bobby helps Trudy with her new company car by making some modifications as well as spray paints her logo. They do often introduce the other as their "brother/sister-in-law" without hesitation showing they do accept each other as family. There have been times where Bobby does something that will annoy Trudy but they do treat each other like family. Because of this, the two of them do have a loving mother/son relationship, something that Oscar wishes he had. Suga Mama spoiled him when he was a kid and gave him all of the love and attention while Oscar was often ignored. He is happy to help Oscar out with his business (especially if music is involved). While there have been moments where they annoy each other, they seem to have a good brotherly relationship. Even though Oscar has always been in his brother's shadow, Bobby never rubs it in.
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