this post was submitted on 11 May 2024
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I remember it now. Dunno if I can link to the scene or not. It's one of the episodes Fey had pulled because they used race-changing makeup.
The plot is Tracy and Jenna were arguing whether it was more difficult to be a black man or a woman. So Tracy uses make up and a wig to dress like a white woman (except for his hand which was a monster claw because they ran out of makeup after he insisted they paint his buttocks). Jenna, meanwhile, uses makeup and a wig to look like a black man. Hijinks ensue.
This scene is when Jack steps in to settle it and says it's actually harder to be a white man. That's when this clip starts.
Synopsis: https://en.wikipedia.org/wiki/Believe_in_the_Stars