The pair butted heads during an episode of Maher’s “Club Random” podcast on Sunday as they smoked cigars and cigarettes and ...

Bill Maher argued with Sean Penn about the merits of meeting with President Donald Trump during a discussion on the ...

HBO host Bill Maher called out Sean Penn's double standard for meeting with dictators Castro and Chavez while criticizing ...

"I’m telling you, there’s a very different guy behind closed doors in a different setting.," the "Real Time" and "Club Random ...

Trump Derangement Syndrome claimed many casualties over the years. Big names fell like dominoes in a Hollywood earthquake. Robert De Niro morphed from a ...

Bill Maher lashed out at his guest Sean Penn during the latest episode of the Club Random podcast when the Hollywood star questioned his decision to dine with Trump.

In the end, there are two confessions at the end of the film, one of them from a couple of kids and the other from Jimmy's ...

Sean Penn appeared very disheveled while taking a smoke break at a swanky celebrity hotspot in Los Angeles. The Oscar-winning star puffed on a cigarette before being joined by his daughter ...

Sean Penn doubts Woody Allen sexually abused his adopted daughter Dylan Farrow and wouldn’t mind collaborating with him again. “I’d work with him in a heartbeat — if it was the right thing ...

Sean Penn says he'd work with Woody Allen despite child sexual abuse allegations levied at the famed director. "I'd work with him in a heartbeat, if it was the right thing," Penn said on the May ...

Sean Penn and 'Milk' screenwriter Dustin Lance Black criticized Pete Hegseth's plan to remove Harvey Milk's name from a Navy ship.