You might as well roll with a real nigga
I'm not talking 'bout them fools
A person that has grown up in that particular neighborhood, knowing almost everyone in that said hood. Someone who is more than familiar with the goings on in their neighborhood (not meant to be a derogatory statement, mostly used as a term of endearment with some ethnic cultures).
Say when I pass you that weed and I ask you can you roll
The artist is asking his homie if he is efficient in the skill of rolling marijuana into a cigarette shape using either a rolling paper or flavored "Blunt Wrap" I prefer grape!