Sean Penn: I’d Meet with Castro, Chavez … But Not Trump

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Bill Maher broke bread with President Donald Trump but never stopped skewering the world leader.

On “Real Time with Bill Maher” and “Club Random”, Bill Maher stirred controversy among some on the left by having dinner with a well-known real estate tycoon in April. fellow comedian Larry David implied that Maher’s action was akin to being a Nazi.

1. Unyielding in his liberal stance, Maher openly expressed candid opinions about the dinner to his followers. Even the amicable conversation didn’t stop him from poking fun at Trump across both of his platforms.

2. Despite being a liberal, Maher stood firm and voiced sincere thoughts regarding the dinner with his audience. The cordial interaction didn’t prevent him from satirizing Trump on two separate platforms.

3. Undaunted by his liberal beliefs, Maher openly discussed the dinner with his followers, while still taking jabs at Trump across his multiple platforms.

4. A liberal at heart, Maher remained steadfast and shared genuine thoughts about the dinner with his followers. The friendly banter didn’t hinder him from making fun of Trump on both his social media outlets.

5. In a liberal mindset, Maher refused to back down and shared some honest opinions about the dinner with his audience. The pleasant conversation didn’t discourage him from mocking Trump across his dual social media accounts.

He subjected Sean Penn, his most recent visitor at “Club Random”, to a test that was quite analogous. The outcome, needless to say, was nothing short of astonishing.

Penn, who has won the Oscar twice, shared that he hasn’t received an invitation to visit Trump at the White House. This is hardly surprising.

What he said next, though, raised eyebrows.

Penn mentioned that the only circumstance under which he wouldn’t accept an invitation is if there seems to be no benefit to him, as the journey involves a lengthy flight.

Instead of the U.S. President, you’ll encounter Fidel Castro and Hugo Chávez – a situation Penn has encountered before.” (Penn previously met with both world leaders.)

“Yeah … I saw some good things come out of those things,” Penn answered.

I find myself asking, ‘Is that truly so?'” I inquired, to which Penn didn’t offer further clarification, but elucidated his reasons for refusing a meal with Trump.

Penn expressed his skepticism about anything discussed during a potential Trump meeting, saying he finds it questionable, even regarding the individuals involved.

“It’s not a matter of trusting it. It’s a matter of experiencing it,” Maher said.

Are you planning to join us for dinner tonight? Frankly, it seems quite unusual if you’re not, given that this individual has been a significant part of countless lives over the past ten years. I believe you wouldn’t want to miss out on getting a close look at such an influential figure.” Maher further implied that Penn might have been affected by this situation.

The actor didn’t deny it.

“[Trump] makes people crazy. He’s not making me crazy,” Maher said.

Penn worried that meeting with Trump would not yield anything positive.

In simpler terms, if I were advocating for a well-known issue, for instance, Ukraine… I wouldn’t delude myself into thinking I could make any progress with him. I am aware that I wouldn’t be able to exert any influence in this situation. (Penn’s statement)

I beg to differ, as it appears you’re adopting an unfavorable stance without proper knowledge. You see, it’s not uncommon for him to lean towards the latest information he’s encountered… It boils down to his connections and relationships with people, particularly Trump.

In his initial term, President Trump collaborated with renowned reality TV personality Kim Kardashian on matters concerning criminal justice and sentencing. These discussions eventually resulted in the liberation of non-violent prisoners and a heightened focus on the examination of prison reform.

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2025-06-16 18:03