You know Hollywood has completely lost its mind when Bill Maher – lifelong Donald Trump critic and liberal attack dog – has to play the voice of reason.
Here’s what happened: Sean Penn, a long-time Hollywood actor, looking like he just crawled out of a tent city, appeared on Maher’s podcast and declared he would never meet with President Trump. Not exactly shocking coming from Hollywood, right?
But then Penn revealed why – and even Maher’s jaw hit the floor.
Maher had just admitted that despite years of Trump-bashing, his recent White House dinner with the President was surprisingly pleasant. You’d think this might give other Trump critics pause to reconsider their stance.
You’d be wrong.
When Maher mentioned that Penn should consider meeting with Trump, the disheveled actor went full unhinged: “I would never meet with him because I wouldn’t trust anything that was said in the room.”
A visibly shocked Maher delivered the haymaker that left Penn looking like a deer in headlights:
“Really? You’ll meet with fucking [Fidel] Castro and Hugo Chavez but not the President of the United States?”
Chef’s kiss. Perfect.
For those keeping score at home: Sean Penn happily broke bread with Fidel Castro (imprisoned and tortured thousands) and Hugo Chavez (destroyed Venezuela’s economy and democracy). But meeting with the democratically elected President of the United States? That’s where he draws the line.
Penn actually doubled down, claiming he saw “good results” from his meetings with literal communist dictators who murdered their own people. Meanwhile, he won’t trust a single word from the President who’s securing our border and bringing peace to the Middle East.
Let that marinate for a second.
The fact that even Bill Maher – who’s spent years calling Donald Trump everything but his actual name – had to step in and point out the absurdity tells you everything about how far off the deep end Hollywood has gone.
If your take on Trump is so unhinged that Bill Maher thinks you’ve lost the plot, maybe it’s time for some serious self-reflection.
Sean Penn would rather chat with mass-murdering dictators than sit down with America’s elected President. And somehow, in his twisted Hollywood brain, he’s the moral one in this equation.
The Trump Derangement Syndrome is real, folks – and it’s gotten so bad that even liberals are starting to notice.
Watch the video of this train wreck here and see for yourself why even Maher couldn’t defend this insanity.
?NEW: Bill Maher SCOLDS Sean Penn for saying he *wouldn’t* have dinner with TRUMP?
MAHER: “You’ll meet with f*cking Castro and Hugo Chavez — but not the President of the United States?”
PENN: “Yeah … if I were, let’s say, representing a cause célèbre … I would not fool… pic.twitter.com/QNP9gcLwbZ
— Jason Cohen ?? (@JasonJournoDC) June 15, 2025