David Letterman and Oprah

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Season 22: "Season Premiere: Oprah and Letterman Together Again in NYC"
For her 22nd season premiere on September 10, 2007, Oprah took her show on the road to the only place big enough to hold it—Madison Square Garden in New York City! For her first guest of the season, Oprah called on the man who rules New York's late nights for a special daytime appearance: The Late Show host David Letterman.

Look back on David's appearance