“That’s not a good day.”
David Letterman laughed uncomfortably when he gave that answer in the interview conducted by Oprah Winfrey in November that finally airs Sunday night (Jan. 6) on “Oprah’s Next Chapter” on OWN.
Letterman was answering Oprah’s question about how he told his wife, Regina, about the affairs he had with female members of his “Late Show” staff (only one of which has ever been confirmed).
The interview with Oprah — conducted in November in Muncie, Ind., when the two appeared together at Dave’s alma mater, Ball State University — represents the first time Dave has talked publicly about the sex scandal since he announced it on “Late Show.”
The affairs became public knowledge in October 2009, when Letterman addressed them head-on on his CBS show, after he learned he had become the target of an extortion plot stemming from one of them. Letterman had married his long-time girlfriend, Regina Lasko, just a few months earlier, in March, following a relationship that dated back to at least 1986.
“Was telling Regina the hardest?” Oprah asked Dave.
“Well, yeah, that’s not a good day,” he replied, laughing nervously. “But here we are.”
Letterman then admitted that he wasn’t sure at the time that his wife would stay with him. He also admitted he’s still dealing with the damage he inflicted on his marriage.
“Did you think she’d stay with you through the whole thing?” Oprah asked.
“Don’t know, wasn’t certain at the time,” Letterman said.
“Did you have to sleep on the couch?” she probed.
“I slept [in] a wide variety of places,” he replied.
“How did you make it better?” Oprah asked.
“I’m still trying to fix it,” Letterman said.
In the interview, Oprah and Letterman also talked about Dave’s career — including his relationship with rival Jay Leno, who Dave has known for at least 30 years.
Oprah also probed Dave on the subject of embarrassment. And he admitted that he has a “low threshold” for embarrassment. And she pointed out why that seemed ironic to her.
“I have a great, low threshold of embarrassment,” he said. “That’s just the way I am and I don’t know that there’s a cure for that.”
And Oprah shot back: “Isn’t that interesting? You have a low threshold for embarrassment, yet you have no problem embarrassing other people! … What is that, Dave?”
“I don’t know,” he answered. “You and I and my psychiatrist should get together and we’ll all have a conversation on exactly that point.”
“Do you see a psychiatrist?” she asked.
“Yes, I do,” Dave replied.
“Regularly?” she asked.
To which he answered, laughing: “Is once a week regular?”
The one-hour “Oprah’s Next Chapter” with guest David Letterman, airs Sunday, Jan. 6, at 9/8c on OWN.