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1.
Means that you will never be better than what you are now. Comes from the movie 'Drum Line' when Nick Cannon was running up the steps and he fell and his band coordinator told him "Boy, you gonna graduate in that white T-shirt. Damn!"
Yo, this is my 3rd year in Geometry. I can't pass it for shit.

Person #2: You gonna graduate in that white tee
by Big-Liek July 10, 2010