"Regina and I began dating in February of 1986, and I said, 'Well, things are going pretty good, let's just see what happens in about 10 years,'" Letterman said in March when he announced their marriage from behind the same desk where on Thursday he admitted his affairs.
"He never felt pressured to get married. He had a longtime girlfriend that kept from the altar," Casablanca said.
"He was not one to give in to the romantic tradition, which is one reason people liked him," Casablanca added. "He's a rebel, but even rebels have to treat women kindly. You just get the sense that he so cavalier about it, that he thinks this is OK because it's him."
Given that multiple staff members seem to have been sexually involved with Letterman over an extended period of time, Casablanca surmised that it was likely known about among staff members and by Letterman's wife.
"Absolutely [Lasko] knew. You don't get in bed with Letterman in any sense, romantically or professionally, without knowing it's going to be a different set of rules," he said.
On Thursday, Letterman revealed to his audience that he received a package three weeks before containing a threat to reveal his indiscretions "if Letterman did not pay the individual a large sum of money" -- specified in a later communication as $2 million.
He said that the package contained a letter that said, "I know that you do some terrible things, and I can prove that you do these terrible things ... and sure enough what was contained in the package was proof that I do terrible, terrible things."
The audience laughed nervously as Letterman described how he'd called his attorney and then set up a meeting with his blackmailer in which the plotter told him he wanted to write a screenplay about him that included sordid details of the talk show host's life.