It is stated that when Huey moved from his hometown, Cairo had taken it to heart. After Huey moved to Woodcrest, the two had stop contacting each other. Huey returns to his hometown in Chicago for the funeral of Robert's friend Moe Jackson. When he reunites with Cairo, it is revealed that in the time that Huey was gone he had gained a new best friend, Dewey Jenkins, who is a dread locked revolutionary.
It is also shown that he treats Huey more coldly and does not defend Huey when Dewey insults him and his brother Riley, but rather laughs at him with his new friend. After Dewey performs rather bad poetry at Moe Jackson's funeral service on the yacht, Riley insults Dewey's poetry. Then Cairo defends Dewey, but this is followed by Huey commenting on how he wonders why Cairo even hangs out with Dewey when he is an embarrassment of a revolutionist, even calling Dewey corny. Then Cairo responds to this by commenting on how Huey moved and left him behind, claiming that he should just go back to Woodcrest with his grandfather and that no one missed him. This leads to Huey attacking Cairo and the two having to be broken up from their fighting. The next day, Huey decided to stop by a black-eyed Cairo's house with a gift basket and apologizes for attacking him to make peace before going back home to Woodcrest. Cairo then holds out his hand to Huey to give him a handshake, to which Huey accepts, but then Cairo headbutts Huey off of the porch then closes the door and thus ending his friendship with Huey and thus for Huey to cut Cairo off for good; being left behind in the past.
- He may have abandonment issues. This could be the reason why he resents Huey, which could one day be his downfall and end up bitter like granddad, Robert Freeman.