To be messed up and have a disordered life. Not having a path in life and ambitions as well as goals. Refers to needing a calendar to sort out one's life.
Chloe: " Michelle you're so awesome and better than me! I don't know what I want to do with my life!"
Michelle: " Ahh gyal dem you's a calendar man."
Michelle: " Ahh gyal dem you's a calendar man."
by michelledomination November 28, 2015