The song "Toothache" by JayKae is a reflection on his experiences in the streets, including his time spent in prison. He addresses rumors about his whereabouts and explains where he's been. He mentions being the best man at a friend's wedding and attending funerals. JayKae also talks about risks he's taken for others, including getting in trouble with the law. He advises listeners not to risk their freedom for the street life. Overall, the song is a personal account of JayKae's journey in the music industry and his life experiences.