Howard Stern Reveals to David Letterman that Donald Trump Gave Angelina Jolie's Looks a 'Low Rating'

In a candid and revealing interview with David Letterman on My Next Guest Needs No Introduction, Howard Stern shared some peculiar insights, including Donald Trump’s unique beauty rankings. The conversation touched on various topics, underscoring Stern’s storytelling prowess and his experiences with the former President. Stern, famous for his straightforward approach during interviews, shared that Trump was a candid and engaging guest on his radio show. According to Stern, Trump would answer any question sincerely and thoughtfully. He said, "No matter what I asked him, he would answer. In a very sincere and thought-out way."

As TheThings reported, when Stern asked Trump about true beauties in the world, the former President dismissed actresses, calling them "6s and 7s." Stern, challenging Trump’s perspective, mentioned Angelina Jolie, to which Trump responded with a modest "7." His humorous breakdown of beauty rating resonated with fans and added a memorable twist to the interview. Stern’s opinion of Trump as President remained the same.

In September 2023, Stern addressed people who labeled him ‘woke’ for his views on Trump.  “I’ll tell you how I feel about it. To me, the opposite of woke is being asleep. And if woke means I can’t get behind Trump, which is what I think it means, or that I support people who want to be transgender or I’m for the vaccine, dude call me woke as you f------ want.” He exclaimed. “I said to [co-host] Robin [Quivers], and I hate to say this, but, but I said to her, ‘I’m actually gonna probably have to run for president now. The problem with most presidents is they have too big of an agenda. The only agenda I would have is to make the country fair again.” He quipped regarding the situation.

Letterman, another seasoned host who had Trump on his show numerous times, shared a different perspective. Referring to Trump as "psychotic," Letterman expressed, “Everybody says, ‘Oh, wouldn’t you like to talk to Donald Trump [today]?’ And I would. I would just like to say, ‘Don, it’s Dave. Remember me? I want to talk to the real Donald Trump.’ Because I now don’t know which is the real Donald Trump, and if the Donald Trump that I was talking to [back then] was the real Donald Trump, how do you get to be the guy he is now? Politics notwithstanding—let’s just say everything is great and he’s done a great job, but he still behaves the way he behaves— behaves like that?!”

He further added, “He used to be kind of like the boob of New York that pretended to be wealthy, or we thought was wealthy, and now he’s just a psychotic. Is that putting too fine a point on it? I don’t even care if it’s recorded; I would just like to talk to the guy, because, as I said before, he knows me; I know him—what the hell went wrong?!” As both hosts reflected on their experiences with Trump, it highlighted the multifaceted nature of the former president's public image.