When talking about the criminal Omar, Ben asks if he has a scar on his face. This is most likely a reference to Omar Little, a popular criminal from the HBO show The Wire (2002), who had a scar across his face.
When Ben is grounded and is sitting in the back seat of James's car, James is not wearing a seat belt. A short while later when he stops the car, he is wearing a seat belt.
James Payton: I tried to help you! You came to me and said, give me a date and show me what you got. I gave you a date. It's not good enough. So the answer to your question is, no. I do not give you my blessing.