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Late Show with David Letterman
Late Show with David Letterman — Season 16
S16E502008-11-25

Reese Witherspoon, Harry Connick Jr.

Dave calls out Tony for making him read the same monologue joke twice; after President Bush pardoned 14 convicted felons that week, Dave and Alan grant clemency to an audience member; Reese Witherspoon relives her 2005 Oscar win and plugs Four Christmases; Harry Connick Jr. performs "It's The Most Wonderful Time of the Year."

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S16E50 — Reese Witherspoon, Harry Connick Jr.

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