Prince Harry’s Bizarre 'Late Show' Sketch Ends In Boos

By Chukwudi Onyewuchi on December 4, 2025 at 7:30 AM EST

Prince Harry at the Invictus Games Vancouver Whistler 2025, day 8, Vancouver, Canada - 15 Jan 2025
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Prince Harry shocked viewers when he suddenly appeared on “The Late Show with Stephen Colbert” and threw himself into a holiday-movie skit that quickly took an awkward turn.

His jokes about Donald Trump, the “No Kings” protests, and even his own royal history sparked gasps, laughter, and loud boos from the crowd.

What was meant to be a funny Christmas sketch slowly turned into a chaotic mix of political jokes, Hallmark-movie humor, and unexpected tension, all while Meghan Markle stayed noticeably out of sight.

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Prince Harry Sparks Gasps With Awkward Jokes And A Jab At Donald Trump

Prince Harry’s appearance on “The Late Show With Stephen Colbert” began with a surprise pop-up behind Stephen Colbert as the host joked about cheesy Christmas movies.

The audience gasped before cheering as the Duke of Sussex wandered onto the stage pretending to be lost while looking for an audition for a film called “Gingerbread Christmas Prince saves Christmas in Nebraska.”

From there, the jokes came fast, and not all landed. While listing his “skills” for the Hallmark role, Prince Harry joked, “I can ride a horse, I can fly a helicopter, I can ride a horse in a helicopter!”

The room laughed, but the mood changed when he shifted to political humor.

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Harry teased Colbert about America’s love of royalty before dropping the line that caused the crowd to boo. “Really? I heard you elected a king,” he joked.

The boos rolled through the studio as Colbert laughed, and Harry continued with more references, including a dig at King George III.

When Colbert called the late monarch “a jerk,” Harry shot back, saying, “Let it go.”

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Harry Mocks CBS Lawsuit And Even Colbert’s Cancellation

Prince Harry
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As the sketch continued, Prince Harry leaned deeper into awkward humor.

He joked that he would do anything to land the Hallmark role, even listing showbiz tasks and sliding in a line about CBS’s costly legal fight with Trump.

“I’ll record a self-tape, I’ll fly myself to an audition, settle a baseless lawsuit with the White House,” Harry said, referencing the network’s settlement with Trump.

Colbert quickly replied, “I didn’t do that,” making the moment even more tense.

Harry then added another unexpected jab. “Maybe that’s why you were canceled,” he said.

This time, the audience applauded, clearly entertained by the bold shade at Colbert’s network.

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The 41-year-old also poked fun at American holiday traditions as he tried to prove he could fit the Hallmark Christmas world, leading to a series of dry jokes about jumpers, crackers, and Manhattan being a “quaint little village.”

The humor was meant to be playful, but viewers later admitted online that many of the jokes felt painfully stiff.

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Prince Harry’s Hallmark Scene Ends In A Cringe-Worthy Holiday Embrace

Prince Harry Arriving At The Royal Courts Of Justice
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Despite the rocky humor, the skit pushed forward with a full Hallmark-style setup.

Artificial snow fell as Harry acted out a dramatic, overly sentimental Christmas scene with Colbert.

The pair stood in a fake winter village, sharing exaggerated lines and ending with an embrace meant to copy scenes from holiday movies.

The audience cheered when Colbert announced that Harry had gotten the role of “official Late Show Prince of Christmas,” but it didn’t erase the uncomfortable moments that came before it.

This was not Prince Harry’s first time on the show, as he previously appeared in January 2023 to promote his memoir “Spare.” However, viewers agreed this was his strangest.

Offstage, Meghan teased the appearance on Instagram, despite major family drama unfolding elsewhere.

Prince Harry’s Bizarre Lip-Sync Video With Colbert Makes Things Even Stranger

Hours after the episode aired, Meghan reposted a video of Harry and Stephen Colbert doing a lip-sync remake of a “Great British Bake Off” scene.

The original clip involved confusion between the words “beg” and “bake,” and Harry went all-in on the exaggerated reactions.

He wiggled his eyebrows, widened his eyes, and burst into loud laughter while Colbert played the role of baker Mark Lutton.

The lip-sync clip raised eyebrows because it came right after Meghan released her Netflix holiday special, and there was no mention of her father’s hospitalization.

Instead, the couple continued to post playful content as the sketch gained attention for being one of Harry’s most uncomfortable TV appearances yet.

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Meghan Markle Faces A Dire Family Situation

Prince Harry and Meghan Markle announce they will visit Colombia, Montecito, California, USA - 1 Aug 2024
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While Prince Harry was joking on U.S. television, serious news was emerging about Meghan’s estranged father.

As The Blast reported, Thomas Markle was reportedly rushed to the ICU after a serious health crisis in the Philippines.

It was revealed that the 81-year-old underwent emergency surgery on Tuesday, and doctors described his condition as life-threatening.

After scans showed a serious complication, he was placed under intensive care and may require additional surgery to remove a blood clot.

Family members say Thomas has weathered several health scares in recent years, including heart attacks, a stroke, and even surviving an earthquake.

His daughter, Samantha Markle, said he had been through “so much” and asked the public to wish him strength to pull through.

As of now, there is no public update on his condition, and no statement has come from Meghan or her representatives.

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