Image Source: The Hill
In a recent episode of his HBO show, Real Time with Bill Maher, comedian Bill Maher made headlines with his witty response to former President Donald Trump‘s scathing remarks on a social media platform. The fallout stems from a Valentine’s Day dinner the two had in 2025, which Trump criticized as a “total waste of time.”
On the show, Maher reflected on their dinner conversation, where he humorously compared the experience to the societal expectations placed on women after a date. He humorously stated, “I know how women feel now, a guy buys you dinner and expects you to put out. I’m not that guy.” This quip highlighted Maher’s intention to poke fun at Trump while asserting his independence in their relationship.
Trump’s Social Media Rant
The tensions ignited when Trump took to social media, expressing his discontent after Maher failed to appreciate one of his jokes. The former President’s lengthy rant was framed by Maher as an emotional response, showcasing the unusual dynamic between the two men, who have had a fluctuating friendship over the years.
Recalling Trump’s message, Maher said, “He was very mad at me because I didn’t get his joke about how China is gonna make Canada give up hockey… I didn’t. I think we’re gonna have to workshop that one for a while.” This comment underscores Maher’s approach to dealing with discontent from Trump while retaining his signature comedic flair.
Maher’s Take on the Friendship
Despite the harsh words exchanged, Maher has not shied away from his past friendships with Trump. He noted how much criticism he received from both sides of the political spectrum for maintaining a positive demeanor during their dinner, where he initially described Trump as “very gracious.” Maher recounted, “It’s so funny, because I got so much shit from the left for reporting honestly that in person, he was very different, very nice.”
In his typical style, Maher emphasized the impossibility of winning over critics no matter his behavior. He quipped, “I’m like the Democrats with an election, I just can’t win.” This phrase captures the essence of Maher’s comedic commentary on his complex relationship with Trump and the expectations that surround public figures in America.
The Future of Their Relationship
Looking ahead, Maher shared his resolve to continue critiquing Trump while retaining an honest dialogue. He plans to address the idea of “Trump Derangement Syndrome” in his next episode, aiming to challenge misconceptions around his views on Trump. As the two continue their back-and-forth, it’s clear that Maher remains committed to authenticity, even when faced with the whims of celebrity politics.
Bill Maher’s witticisms, coupled with his social critiques, paint a vivid picture of his ongoing relationship with Trump. This combination of humor and pointed commentary is what keeps audiences returning to Real Time, eager for the latest developments in their unique dialogue.
FAQs About Bill Maher and Donald Trump
What triggered Bill Maher’s response to Trump?
Bill Maher responded after Donald Trump criticized their dinner as a “total waste of time” in a social media rant.
How did Maher compare his experience with Trump?
Maher humorously likened his experience to how women feel when a man buys them dinner and expects something in return.
What does Maher plan to do regarding Trump’s comments?
Maher intends to address the concept of “Trump Derangement Syndrome” on his show to challenge the narratives surrounding his critiques of Trump.
What has been the public response to Maher’s remarks?
Public reactions have been mixed, with some praising his comedic approach and others criticizing him for maintaining a friendship with Trump.
How does Maher generally portray Trump on his show?
Maher often critiques Trump with humor while occasionally highlighting moments of their past interactions that seem amicable.