I believe this song is about a friend of Cudi’s who is a drug addict who can’t “shake the shade”, meaning the habit. The first verse says “…keep stressing my mind mind…I try to run but see I’m not that fast…surely finish last” and I think that means he is stressing his mind. He either needs more drugs or wants to kick them aside. I know he is leaning towards trying to kick the habit because he is trying to run from it, but he doesn’t have the will power and will “surely finish last”, and give in. It’s also repeated in the choruses, and verse two, that he has become a loner because of his habit. “The lonely stoner seems…he’s alone through the day and night”, meaning his habit is pushing him further away from family, from friends, from reality. And his girlfriend finally sees this habit of his and leaves because “It seems the feelings that she had are through, through.” Also, seen in verse three, “He seems alive though he is feeling blue”, and I think he knows what he has done is wrong, but there is no one left to apologize to. They are all gone, and he “fade(s) away into his white nights, he smokes a clip…to free his mind in search of…” He commits suicide because of his own loneliness, caused by his “stoner” habit.