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[Satire] Stephen Colbert Mercilessly Mocks Trump Over Time Magazine Photo Meltdown

Stephen Colbert mocked Donald Trump’s criticism of his Time magazine cover by showing a throwback photo with Jeffrey Epstein during a late-night monologue.

  • On Tuesday, Stephen Colbert mocked President Donald Trump by presenting a mocked-up photo pairing him with Jeffrey Epstein, while Jimmy Kimmel also roasted Trump that evening.
  • On Nov. 10, Donald Trump complained on Truth Social that the low-angle photo 'disappeared' his hair and wrote, `I never liked taking pictures from underneath angles, but this is a super bad picture, and deserves to be called out.`
  • Colbert ridiculed the portrait's artistry, calling it the "worst Georgia O'Keeffe ever," while Jimmy Kimmel mocked Trump as a "big, fragile baby" fixated on the image amid the government shutdown.
  • Time magazine's profile framed President Donald Trump's U.S.-brokered peace deal as a major diplomatic achievement, while Stephen Colbert highlighted Trump's focus on appearance over the deal.
  • The cover, released Monday, showed President Donald Trump gazing upward under the headline 'His Triumph,' coinciding with reports of living Israeli hostages freed under the first phase of Trump's peace plan.
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Stephen Colbert Mercilessly Mocks Trump Over Time Magazine Photo Meltdown

See late-night host's monologue after president complained about Time cover.

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The Wrap broke the news in United States on Wednesday, October 15, 2025.
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