The Fresh Prince of Bel-Air

Between early success as a rapper and later on the big screen, Will Smith headlined this hit sitcom about a streetwise Philadelphia youth living with wealthy relatives in L.A. The cultural clashes that inevitably arose resulted in life lessons for all.

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Season 1, Episode 23 72 Hours

First Aired: March 11, 1991

On a bet with Will, Carlton tries to survive in Jazz's rough neighborhood by parading as a financial consultant. Slick: Miguel Nunez. Jazz: Jeff Townes. Tiny: "Tiny" Lister Jr. Chuck: J'vonne Pearson. Will: Will Smith.

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Jensen Ackles and Jared Padalecki, <em>Supernatural</em>
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