Watch Rare Footage of Will Smith (Not Really) Freestyling for Tim Westwood in 1989

This is hilarious.

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Complex Original

Image via Complex Original

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Back in 1989, we all knew Will Smith as a young rapper from Philadelphia (born and raised) named Fresh Prince. While it's unclear whether he and DJ Jazzy Jeff were two and three albums deep at this point, he stopped by Tim Westwood's N-Sign Radio show that year for an interview. During their discussion, they chat about Jeff and Smith's come-up before eventually giving way for what appears to be an impromptu freestyle.

But wait! As soon as the blooper reel starts rolling, you can see that this was less a freestyle and more a well-prepared verse. There's even some hilarious banter between the two, including when Smith asks if he can say "hell" or not.

Watch the video above.

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