11 graders gone wrong
Arron is a little older than Kendrick so even though they went to the same school, when Arron was on his way out (to college etc.) Kendrick and his friends were behind him and completely unfocused on any sort of goal.
Also to be noted, This entire album is a story that Kendrick is telling and its based around an event that took place in the summer before he transitioned to 11th grade.
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