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Larry gets himself in trouble when he makes a racial comment to a black dermatologist.  When Larry later loses Cheryl's prescription, he really regrets it.

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Curb Your Enthusiasm Season 1 Episode 9 Quotes

You sounded like, like, christ, Pat Buchanan's gym partner

Richard [about Larry's tasteless joke]

Richard: He's my dermatologist.
Larry: Really?
Richard: For 15 years now.
Larry: Even with the whole affirmative-action thing?