Just the Tip of the Iceberg?

Publish date: 2024-07-08

Yesterday, Holly Hester became the second to claim she was one of the women David Letterman slept with during the 1990s. She likely will not be the last.

Holly said she and Letterman were together for over a year in the early 90s, and that she would have married the hilarious late night comedian if possible.

She claimed to be with David Letterman just a day after the Late Show host confessed that someone was trying to extort him for $2 million over his affairs.

Letterman’s affair with Holly Hester allegedly began when she was an NYU student and an intern for the show. A year-long romance ensued, she said, until the funnyman called it off because of their age difference.

A source close to the show tells the New York Daily News that the host kept a secret bachelor pad above his set in the Ed Sullivan Theater on Broadway.

“He doesn’t have to come out,” a staffer said. “He has a suite upstairs.”

An ex-Late Show staff member said that Letterman kept a room insiders dubbed “the bunker” that was open only to his favorite young female underlings.

The allegations followed a similar admission from former Late Show staffer Stephanie Birkitt, who claims to have had an affair with him in the late ’90s.

Stephanie Birkitt later spent years with Robert Halderman, accused extortionist of Letterman – which may explain how Halderman knew of Dave’s love life.

Letterman, 62, admits that he had several affairs, apparently while dating longtime lover Regina Lasko, who he married in March. They have a son, Harry, 5.

Shocking as the allegations by Birkitt and Hester are, some believe they may be the tip of the iceberg. People alleges the existence of a third Letterman girl.

Whether that’s true or not, rumors will likely continue to fly in the coming weeks regarding scandalous love affairs between Letterman and young staffers.

All of which puts even more pressure on Letterman.

When he devoted a 10-minute monologue on his show Thursday to the extortion plot and affairs, fans generally stood by him and appreciated his honesty.

But as more details of his actions become public knowledge, rumored or true, they begin to overshadow the extortion scheme. He may not be a hypocrite or have done anything illegal, but Letterman’s reputation will take a bigger and bigger hit.

How he responds will be very interesting to see.

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