On October 18, 2002, Penn placed a US$56,000 advertisement in the Washington Post asking then President George W. Bush to end a cycle of violence. It was written as an open letter and referred to the planned attack on Iraq and the War on Terror In the letter, Penn also criticized the Bush administration for its "deconstruction of civil liberties" and its "simplistic and inflammatory view of good and evil." Penn visited Iraq briefly in December 2002. This advertisement was cited as a primary reason for the development of his relationship with Venezuelan president Hugo Chávez. In one of his televised speeches, Chávez used and read aloud an open letter Penn wrote to Bush. The letter condemned the Iraq War, called for Bush to be impeached, and also called Bush, Vice President Dick Cheney, and Secretary of State Condoleezza Rice "villainously and criminally obscene people.". In August 2007, Penn met with Chávez in Caracas for two hours, after which Chávez praised him for urging Americans to impeach Bush. Penn also visited a new film studio on the outskirts of Caracas, though he did not speak publicly.
On April 19, 2007, Penn appeared on The Colbert Report and had a "Meta-Free-Phor-All" versus Stephen Colbert that was judged by Robert Pinsky. This stemmed from some of Penn's criticisms of Bush. His exact quote was "We cower as you point your fingers telling us to support our troops. You and the smarmy pundits in your pocket– those who bathe in the moisture of your soiled and blood-soaked underwear– can take that noise and shove it." He won the contest with 10,000,000 points to Colbert's 1. On December 7, 2007, Penn said he supported Ohio Congressman Dennis J. Kucinich for U.S. President in 2008, and criticized Bush's handling of the Iraq war. Penn questioned whether Bush's twin daughters supported the war in Iraq.
Did you know that Sean Penn beat Madonna