In one of the funniest moments to hit Instagram Live, Chicago rap star G Herbo and comedian Skinbone go head-to-head in a non-stop roast session that has fans crying with laughter. The back-and-forth starts when Skinbone calls G Herbo by his government name “Herbert,” sparking a hilarious rant from the rapper about why he hates being called that. From grammar school flashbacks to joking about old-man names like “Earl” and “Milton,” the two trade punchlines and personal jabs with perfect comedic timing. The conversation only gets wilder when they start clowning about robes, six-bedroom houses, and whether Skinbone’s even wearing drawers under his fit. This unscripted exchange is raw, unfiltered, and packed with the kind of quick wit that makes live moments unforgettable in hip hop culture.