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Stephen Colbert questions Trump’s victory claims: 'Iran won twice'

The Late Show with Stephen Colbert host Stephen Colbert took aim at President Donald Trump’s handling of the escalating conflict with Iran during Wednesday night’s monologue. The late-night host highlighted what he framed as confusion and contradictions as he mocked Trump's efforts to secure a ceasefire while also declaring victory.

Colbert opened with some uncertainty, joking that there was “urgent breaking news” about the war in Iran ... he just wasn’t sure what it was. That confusion, he suggested, began when Trump abruptly shifted course. After previously threatening to wipe out the entire Iranian civilization, the president agreed to a two-week ceasefire with Iran just an hour before his own deadline.

The late-night host had some fun with Trump’s description of the agreement as a “double-sided ceasefire,” quipping that all peace deals are, by definition, two-sided. “I believe there’s a word for a single-sided ceasefire,” Colbert joked. “It’s murder.”

From there, Colbert zeroed in on Trump’s claim that the U.S. had already “met and exceeded all military objectives.” The comedian sarcastically suggested the biggest accomplishment may have been shifting headlines away from other controversies (namely the Epstein files), earning approval and laughter from the Late Show audience.

However, Trump's victory claims soon fell apart. And that opened the door for Colbert to hammer the president even more. Within hours of the agreement, Israel launched strikes in Beirut, and Iran responded by closing the Strait of Hormuz. Colbert did his best to offer a breakdown of the situation, describing how the ceasefire “ceased the fire until fire broke the ceasefire.”

The lack of clarity around the deal became another focal point. Iran claimed Lebanon was included in the agreement, while the White House insisted it was not. Colbert summed up the confusion with a sharp line: “I believe it’s called the fog of peace.”

The host also highlighted conflicting narratives about the deal’s terms. While Trump has denied reports outlining specific conditions, Iranian state media has released a list that appears to grant Iran several of its pre-war demands, including control over the Strait of Hormuz and the ability to continue uranium enrichment. If those reports are accurate, Colbert joked, “it’s a real win-win ... in that Iran won twice.”

By the end of the monologue segment, Colbert raised the central question about what, exactly, was gained. With the ceasefire terms unclear, the host suggested it’s entirely possible the conflict yielded no real results despite President Trump's claims of victory. In the end, all that seemed to come from it was more questions and more material for The Late Show.

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