President Trump Slams Bill Maher in Lengthy Valentine’s Day Social Media Post

Love was in the air on Valentine’s Day. So was a 500-word fiery Truth Social post from the President.

President Donald Trump used Valentine’s Day to reignite an old feud, and not with the comedian behind the Kennedy Center domain name fiasco; this time, it was with comedian Bill Maher, posting a lengthy message on Truth Social criticizing the HBO host and revisiting their 2025 White House dinner.

In the post, Trump accused Maher of being “very boring, ANTI TRUMP” and described inviting the comedian to the White House as “a total waste of time.” The remarks quickly drew attention across entertainment and political media, as Trump offered new details about the March 2025 meeting with the host of HBO’s Real Time with Bill Maher.

Trump wrote that Maher asked to have dinner with him through a mutual friend and entered the Oval Office “much different than I thought he would be.”

“He was extremely nervous, had ZERO confidence in himself and, to soothe his nerves, immediately, within seconds, asked for a ‘Vodka Tonic,’” Trump wrote. “He said to me, ‘I’ve never felt like this before, I’m actually scared.’ In one respect, it was somewhat endearing!” Donald Trump/Truth Social

The President said the dinner was “quick, easy” and that Maher “seemed to be a nice guy.” Trump added that Maher’s first show after the meeting was respectful. That tone, Trump said, did not last.

“But then I noticed his show started to devolve into the same old story — Very boring, ANTI TRUMP,” the president wrote, listing what he described as achievements of his administration. 

Trump also took issue with Maher’s recent on-air commentary about a prior Truth Social post in which Trump took aim at a former NATO ally, joking that if China made a deal with Canada, it might “terminate ALL Ice Hockey being played in Canada, and permanently eliminate The Stanley Cup.”

Maher referenced the comment during his Friday night monologue (streamable with an HBO Max subscription) and asked what Trump meant.

“He went on and on about the Hockey statement, like ‘What kind of a person would say such a foolish thing as this,’ as though I were being serious,” Trump wrote, saying the remark was intended as a joke.

Even as he criticized Maher, Trump compared him to other late-night hosts, writing that the comedian is “no different than Kimmel, Fallon, or Colbert but, I must admit, slightly more talented.” He later described Maher as a “highly overrated LIGHTWEIGHT” and accused him of suffering from “Trump Derangement Syndrome.”

The post revisits a dinner that previously sparked debate in entertainment circles.

After the 2025 White House meeting, Bill Maher said Trump was “gracious” and “measured” during their private conversation. In a recent interview with CNN’s Elex Michaelson, Maher defended his decision to meet with the president and pushed back on critics who argued he had softened his stance.

“Now if, after I had dinner with Donald Trump, I came back to this show and was seduced by that dinner and stopped tearing him a new one every week … then you would have a case,” Maher said. “That didn’t happen.”

Bill Maher/Real Time With Bill Maher

The dinner also drew criticism from fellow comedian Larry David, who published a satirical short story in The New York Times titled “My Dinner with Adolf.” The fictional piece compared dining with Trump to sharing a meal with Adolf Hitler. Maher later called the comparison “insulting” to Holocaust victims and said invoking Hitler meant “you’ve lost the argument.”

Since the dinner, Maher has continued to criticize Trump on his HBO platform, including commentary on foreign policy proposals and social media posts.

In Saturday’s message, Trump said Maher had asked to return to the White House and attend a Christmas party but “didn’t” follow through. He concluded the post by writing that he would rather focus on “MAKING AMERICA GREAT AGAIN than wasting it on him.”

The renewed exchange highlights the ongoing tension between Trump and one of his most prominent television critics. It also underscores how social media remains a central forum for Trump’s responses to late-night commentary.

As of Saturday evening, Maher had not publicly responded to the Valentine’s Day post.