It’s safe to say that David Letterman and Donald Trump won’t be hitting the golf course together anytime soon.  On the heels of Letterman’s interview with The New York Times where he called Trump “damaged,” the 69-year-old legendary talk show host lashed out against the Republican presidential nominee Friday at the New Yorker Festival.  “There’s not a chance in hell that this man will be elected President,” Letterman said. “And if he is, I’ll get you all a lovely gift from Tiffany’s.”  Sitting down for a 90-minute interview with New Yorker editor Susan Morrison, Letterman reflected on his relationship with “Trumpy” — who had been a frequent guest of Letterman’s on both NBC’s Late Night with David Letterman and CBS’ Late Show with David Letterman.  Unlike Jimmy Fallon and Stephen Colbert — who both got flack for going to soft on the 70-year-old businessman during recent appearances — Letterman said he wouldn’t hold back if he interviewed Trump now.  “I’ve been in the city for 35 years and he was a guest on every show, so I know him,” Letterman explained. “I have a relationship with him. I would feel completely confident and completely comfortable saying, ‘What the hell is wrong with you? ‘ ”  “‘You need an appointment — get yourself an appointment,’ ” Letterman continued. “‘Get yourself some therapy! Get yourself a goddamn diagnosis and get a prescription. You can’t be walking around like this!’ ”  Letterman said Trump was a fixture on his talk show for years because of his billionaire allure and iconic hair.  “He was a beloved guest — people got excited,” Letterman confessed. “I used to make fun of his hair. Sitting right there where you are, I would refer to him as a slumlord. I’d ask him about being married to Marla Maples and he’d ‘If you’re interested I’ll give her your phone number.’ We got to love having Trumpy on, because he could really take a punch. It was all Trump all the time.”  (An interview between Trump and Letterman is even being used in one of Hillary Clinton’s campaign ads, highlighting that Trump’s line of clothing was made overseas.)  Things changed when Trump started the birther movement, questioning President Barack Obama’s heritage on the show.  “I heard other people smarter than myself break down the innuendo of that — the nuance of what he was talking about,” Letterman says. “And we got to talking about it one night on the show, without Trumpy. And [afterwards] I said ‘Well if he’s a racist, maybe we shouldn’t invite him on the show.’ ”  So Letterman called Trump to address the issue, telling him “Don, I don’t think you’re a racist. You’re too smart. I think smart people are not racists.”  Trump agreed, telling Letterman “Of course I’m smart, I’m not a racist.”  Letterman thought he got through to the billionaire. But looking back now, he says “I was wrong.”  RELATED VIDEO: Donald Trump Debunks Wig Rumors By Letting Jimmy Fallon Mess Up His Hair on Tonight Show  He said the instance that made Trump “unconscionable” to him was when Trump mocked a reporter from The New York Times who suffered from a congenital birth defect.  “If you can in a national forum with great confidence stand there and make fun of someone suffering a disability over which they have no control all their entire life, then you are a badly damaged human being,” Letterman said.  After over 6,000 episodes as a talk show host, Letterman is enjoying the life outside of late night scene — and said he doesn’t miss the television host platform. Not even to make a “Trumpy” joke or to.  What is he up to now that he’s got time on his hands?  “Most of the day, I sit at home waiting for Ellen to come on,” he joked.
At the New York Festival on Friday, David Letterman called out Donald Trump and explained what he would say to the Republican presidential nominee if he interviewed him today