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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."
via giphy
by michelledomination March 03, 2016
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The freaking greatest Super villain in all of DC universe. He is over weight, bald, and greasy. Enjoys doing things on special days like Christmas. Has the special ability to know what day it is without looking at calendar. Doesn't really have any powers but can tell what day it is better than almost anyone.
Robin : Holy Spirit Batman all the villains have escaped
Batman : What about Calendarman?

Robin : No, it's not a holiday yet.
by Calendarman!! November 21, 2011
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