My bars finna take me to Madison Square
You a disgrace to ya father, he mad his son's square
from C.O.B (Ft. Coniyac DA X.O, Horseshoe G.A.N.G, Iceman, Karelezz, One Two, PWT & Tim West) – C.O.B Cypher 2011 Lyrics on Rap Genius
Meaning
CLEVER PUN. Some of the greatest artists have performed at MSG.
A Square individual is slang for a dull/unaware one.
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