Willie da Squid Share definition Flag Most popular rapper in history Lil Wayne's name for fake ass hater Gillie da Kid, a worthless, talentless fake ass bitch from Philidelphia. Im a shark in da water, yessir i swim wit da big, so i dont have time to deal with willie da squid. Willie da Squid by Dr. Rev. M. J. Ditto PHD February 27, 2009 Get the Willie da Squid mug.