O'Reilly, whose comments about Water's hair were widely condemned, is now in the media spotlight after The New York Times reported that he and Fox paid five women $13 million to settle harassment or other allegations against the star pundit.
The Times reported that O'Reilly or 21st Century Fox have paid $13 million to five women since 2002 "in exchange for agreeing to not pursue litigation or speak about their accusations against him".
O'Reilly, 67, has been with Fox since 1996, and has denied all the sexual allegations made against him.
Mr Trump said: "Personally, I think he shouldn't have settled". Because you should have taken it all the way. "Such comments tell women they won't be believed", she tweeted at Trump's @POTUS account.
How much has the ultra-right news and commentary juggernaut spent to protect their freckled golden boy, you say?
In her interview with MSNBC, Rep. Waters called Fox News a "sexual harassment enterprise" because, she said, it had allowed O'Reilly and former Fox News chairman and CEO Roger Ailes to sexually harass female employees.
Waters also had some words for Ivanka Trump, the president's "special assistant" and a self-declared advocate for women who's done a less-than-impressive job of championing women's issues. Maxine Waters referred to Fox News as "a sexual harassment enterprise".
Specifically, "Bill O'Reilly needs to go to jail". "You can't go after a woman's looks", she said.
While O'Reilly's program appears to be in a state of stunning collapse, with advertisers seemingly abandoning it every hour, it's not at all surprising that the president is rushing to the Fox host's defense.
This isn't Waters and O'Reilly's first public fight. Not only does he host his namesake show on Fox News-which was the highest-rated cable show during the 2016 election-he has also authored (or co-authored) more than 20 books.
The report outlines a series of disturbing claims, spanning from O'Reilly screaming at a junior producer to the television host telling another producer to buy a vibrator and calling her to describe sexual fantasies involving her.
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