Looked over and I see B.o.B. with this strange cigar
from B.o.B (Ft. Andre 3000) – Play the Guitar Lyrics on Rap Genius
Meaning
The name of B.o.B’s sophomore album is entitled Strange Clouds , as is his single featuring Lil Wayne

Strange cigar also implies that it has been altered or looks abnormal, knowing B.o.B, those strange clouds are often clouds of marijuana smoke and its not to far of a stretch to say he is smoking a blunt
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