In a video unearthed by NY magazine, Matthews can be seen making a few inappropriate - and sexist - jokes about then-Democratic presidential candidate Hillary Clinton ahead of a January 5, 2016, interview.
The video, obtained by The Cut, was shot in an Iowa fire station moments before Matthews interviewed Clinton as she sought the Democratic presidential nomination.
This was a awful comment I made in poor taste during the height of the Bill Cosby headlines. "I realize that's no excuse".
Surrounded by a slew of staffers, the "Hardball" anchor asks, "Can I have some of the queen's waters?" He said, "I deeply regret it and I'm sorry".
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Before interviewing the candidate, Matthews made a comment about giving her a "Bill Cosby pill".
The clip is another strike for Matthews, who saw colleague Mark Halperin and fellow NBC star Matt Lauer dismissed from their respective positions last fall as part of the massive sexual harassment reckoning that's still shaking the media industry.
Chris Matthews was caught on hot mic audio mocking Hillary Clinton and then joking that he should have brought along date rape drugs for his interview with the the former Secretary of State.
He apologized in 2008 after he said that Clinton became a US senator and a leading presidential candidate only because "her husband messed around".
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According to the footage posted online, Matthews references the Bill Cosby scandals while joking with his staff before Clinton's arrival. She didn't win there on her merit'.
In 1999, a female assistant producer received a monetary payment after accusing Matthews of "inappropriate comments and jokes about her in front of others". "Runway walk", he could be heard saying.
A spokesperson for the network said that Matthews was formally reprimanded at the time.
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On Twitter , Trump said he did use tough language in the meeting, but seemed to deny using the expletive in question . The bipartisan immigration deal has been a hot-button issue, and lawmakers are working to come up with a plan.