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The 50 Best Radio Freestyles

26. Lord Finesse "Stretch & Bobbito" (1990)

Station: WKCR (89.9FM)
DJ: Stretch & Bobbito
Best Punchline: "You can't escape the inconceivable/Niggas are so wack even people who read braille ain't feeling you."


Plenty of hip-hop fans champion Big L as one of the greatest lyricists of all time, but what they fail to do is trace his roots and influence back to his mentor, Lord Finesse. The Bronx-born leader of the DITC was the man who arguably fathered L's style.

Finesse was a mainstay on Stretch & Bobbito's show over the years, but listening to him spit in 1990, it's clear where a lot of NYC rappers lifted their punchline delivery technique. Finesse was steppin' to the '90s, and a whole city followed suit.

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