Summary
- Fans had mixed reactions when Howard Stern praised Trump as a great guest on The Late Show with Stephen Colbert, resulting in boos from the audience.
- Stern faced backlash for not being completely honest, with some fans criticizing him for trying to make Trump look foolish for rating women.
- Stern suggested that Hillary Clinton could have won the presidential race if she had appeared on his show, emphasizing Trump's ability to connect with people.
Four years ago, Howard Stern took a major risk on The Late Show with Stephen Colbert, attempting to compliment Donald Trump. The moment wasn't well-received by the audience, and Stern was booed because of it. After multiple boos during the interview, even Howard Stern himself looked flustered.
In the following, we're going to take a closer look back at what Howard Stern had to say, and why the audience reacted negatively. In addition, we'll reveal what the fans had to say after the interview. It seemed like reactions were very mixed.
We'll close things off by revealing what else was said throughout the interview, specifically about Howard Stern and his relationship with Donald Trump.
Let's take a closer look.

The Audience Went Quiet After Stephen Colbert And Jerry Seinfeld Were Debating Bill Cosby's Legacy
The audience didn't know how to react when Jerry Seinfeld and Stephen Colbert discussed Bill Cosby during their interview six years ago.
Fans Weren't Pleased When Howard Stern Called Donald Trump One Of His Best Guests Of All Time
It was a must-see interview four years ago, as Howard Stern appeared on The Late Show with Stephen Colbert, promoting his book at the time. The two focused on several different conversations, and one of them was Donald Trump. The New York fans weren't exactly thrilled with Stern's comments as he praised Trump for being a great guest in the past.
Stern said, "I would have Donald Trump on — and I say it in the book — and he was maybe one of the best guests of all time. And why? He was wild." Stern added that Trump would even randomly rate women on a scale of one to ten during his time on the show. However, Stern's assessment received boos from the audience. It would only get worse when he continued to talk about his experience with Trump.
"But [he was] a great guest because he would say anything that came into his mind," Stern said. "He was completely unfiltered, he was talking about [how] his daughter was the most attractive woman he ever met and how much he thought she was hot."
Once again, the crowd booed, though this time Stern responded. He said, "What's with this crowd, what are you guys on? Give some of it."

Tiger Woods Received A Huge Applause After He Refused To Answer Stephen Colbert's Question About Donald Trump
Tiger Woods had a wise response to Stephen Colbert's golf question about Donald Trump.
Stern concluded that his last interaction with Trump came when he was asked by the former President to speak out and endorse his campaign. Things took a turn when Stern told Trump he was backing Hillary Clinton.
It certainly made for a chaotic interview, and one the fans were very split looking back on.
Howard Stern And Stephen Colbert Got Mixed Reactions For Their Donald Trump Conversation
The interview moment has thousands of views. As expected, fans were split on the matter. Some fans had praise for Stern's honesty, while others blasted the live audience for their conduct during the interview.
Fans wrote, "I could listen to Howard all day. Wait. I already do, lol." Another fan took a shot at the audience, "The applause when Stern said he endorses Hillary is so gross. Colbert’s crowds are the worst."
Stern also took heat from some fans for not being completely honest. One fan indicates that Stern tried to make Trump look foolish by rating women, even though that was a common part of Stern's show. The fan writes, "I love how Howard pretends rating women based on attractiveness is foreign to him. Howard Stern built a radio career doing that."

Donald Trump's Disturbing Howard Stern Interviews Revealed The Truth About His Controversial Dating Life
During numerous interviews with Howard Stern in the '90s, Donald Trump didn't hold back at all when discussing his love life.
Stern touched on other topics of conversation during the interview, and that included his thoughts on Hillary Clinton, and a potential mistake she made during her campaign against Donald Trump.
Howard Stern Says Hillary Clinton Could Have Won The Presidential Run Had She Appeared On His Show
Although Trump appeared on The Howard Stern Show multiple times, Hillary Clinton did not do the same. Colbert asked Stern if this played a role in Trump's election.
"Do you think it would've made a difference if she had come on your show?" Colbert asked.
"Hillary? I do," Stern reacts. "I'll give you my theory on this. I thought if I did an interview with Hillary, maybe she would've reached a new audience."
Stern added that Trump had an ability to connect with people, especially given his exposure on various platforms.
"I want to say to anybody now who is running as a Democrat: Donald Trump, I saw it on my show, he knows how to communicate with people," Stern said. "And you can mock him, you can say all the goofy stuff you want to say about the guy, but when he would come on my show, he knew how to connect — not with the whole audience of the country, but with all people."
Hillary Clinton did finally appear on The Howard Stern Show, but from a political standpoint, it was too late.