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4. I Do It All The Different Ways

When Tracy is kicked out of his house for his repeated bad behavior, he decides that the only way to make amends is to offer his wife the opportunity to sleep with another man … well, if you count Kenneth the page as a man. His attempt to pick up Angie, followed by his even more disastrous attempt to woo her — “no more white boys throwing up in my damn foyer!” — is a classic moment in the show.

Kenneth
hercampus.com

5. Liz Meets Oprah … Kind Of

When Liz is summoned back to Chicago for jury duty (she likes to vote in a swing state), she takes a first class flight back next to the most famous woman in the world. Or at least, that’s what she thinks; under Jack’s instruction, Liz has chased a pill called coma-nap-rosil with a glass of white wine. As a result, Oprah turns out to be a spunky tween named Pam. She does help Liz figure out the right bra size, though, so that’s good.

Oprah
uproxx.com

6. They Got Betty White

In Hollywood, there’s something called the Rule of 3s that dictates that when one star passes, two more will go shortly. When that begins to happen around Tracy, he’s worried that he’ll fall victim to the rule, so he calls Betty White and opens with “Boo!” Of course, the veteran actress isn’t fazed, pinpointing the motive right away and proclaiming, “I will be at your funeral, Tracy Jordan. I will bury you!”

Betty White
avclub.com

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