The Fresh Prince of Bel-Air
S1E23: 72 Hours
Will makes a bet that Carlton wouldn't last a weekend in Jazz's neighborhood, Compton, because of the way he is. Carlton takes the bet too far by becoming very thug-like, wearing colorful clothing, shades, and bandanas (like Will), and Will has to find a way to stop him from going to MacArthur Park at night. He then rats on him to the parents, and they go to rescue him before going to the park. At the house, Carlton wins the bet, and the reason he won is because Will cared about him and didn't want him to possibly die at the park that night.
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