Not only did David Letterman cheat, his infidelity came to a head when a man blackmailed him, saying he was going to write a screenplay and a book about his indiscretions if he didn’t pay him a large sum of money. This is illegal by the way. In an attempt to protect the women he slept with, Letterman decided to press charges and testify in court. The man who blackmailed Letterman was arrested; but in order to be the first person to speak about the incident, so the media wouldn’t distort the facts, he spilled out all the messy details on his show. For the first few minutes of the video he refers to his infidelity as doing “creepy things.” And then, perhaps because the audience didn’t recognize the severity of the situation he says bluntly.
“I have had sex with women who work for me on this show.”
It seems like this would be an embarrassing conversation and incredibly awkward to listen to but instead David did what he does best and was able to squeeze a couple of jokes in there.
“Would it be embarrassing if it would be made public? Yes it would. Especially, for the women.”
After that 10 minute announcement, when he said he wouldn’t address it again, Letterman had to come back and again and address the fact that though he had slept with staff members in the past; he is not currently bonking his current staff.