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Jimmy Kimmel stopped being funny years ago with his tiring crusade against Trump — now he's lost his decency too
Kirsten Flem · 2026-04-29 · via New York Post

Eternal Trump antagonist Jimmy Kimmel has stepped in it — again.

During a roast of the White House Correspondent’s Dinner on Thursday, Kimmel said Melania Trump had a “glow like an expectant widow.”

Two days later, a would-be assassin tried to storm the White House Correspondents Dinner in a bid to kill the president and his administration.

Surely, Kimmel, a person who prides himself on his humanity, would admit regret over such a tasteless line — especially given all of the attempts on Trump’s life.

Donald Trump, Melania Trump, and Weijia Jiang stand at attention during the White House Correspondents' Association dinner.

President Trump and First Lady Melania Trump at the White House Correspondent’s dinner before gunman Cole Allen tried to storm the dinner. CBS News White House correspondent Weijia Jiang is pictured to the right. REUTERS

Instead, he used Monday’s “Jimmy Kimmel Live” monologue to repeat the “expectant widow” line, trying to explain it away as a crack at Trump’s age.

Sure, Jimmy. It was an age joke. About death. Aimed at a woman who has seen her husband shot during a rally in Butler, Penn., an attack that killed an innocent rally attendee.

Let us not kid ourselves. If anyone made this jab about a Dem’s wife, there would be swift movement to yank that person off air. Can them like ABC did Roseanne Barr after she tweeted a racially insensitive joke at Obama Senior Advisor, Valerie Jarrett. (Barr claimed she didn’t know Jarrett was black).

Jimmy Kimmel speaking in front of a city skyline backdrop with a full moon.

After making a tastesless joke about Melania Trump being an “expectant widow” and a would be assassin attempting to storm the White House Correspondent’s Dinner to kill Trump, Jimmy Kimmel said that he was really joking about President Trump’s age. Jimmy Kimmel Live/YouTube

But hey, Kimmel was really talking about Father Time putting Trump in an eternal sleeper hold. He wasn’t referring to the bullets from the gun of Cole Allen or another would-be assassin.

It’s always a good joke when you have to explain it.

This incident was reminiscent of when Kimmel continued to make the case that MAGA was responsible for Charlie Kirk’s murder — which caused him to be yanked off-air for a brief moment.

Kimmel can’t stay out of hot water because he is so blinded by his hatred for Trump, he’s become careless.

Mugshot of suspect Cole Tomas Allen wrapped in a thermal blanket.

Cole Allen, 31, tried to storm the White House Correspondent’s Dinner to kill Donald Trump and people in his administration.

Even in his call for cooling the rhetoric, he shifted the blame to the Trumps.

“I think a great place to start to dial that back would be to have a conversation with your husband about it,” he said addressing the First Lady in his monologue.

What’s so rich about it all is that Kimmel truly sees himself as the good guy fighting a “dictator” — every night from his late night seat where he reportedly earns $15 million a year.

He believes his singular and all-consuming crusade to take down Trump has been under the banner of protecting decency and democracy.

This sentiment is evident in the way he turned what should be a breezy and fun sleepy time lullaby for a broad audience into hard, partisan MSNBC-after-dark.

It’s in the way his wife and executive producer, Molly McNearney, spoke about their family members who didn’t respond to her unsolicited “Don’t Vote for Trump” emails.

In an interview late last year, she bemoaned her now estranged family that didn’t fall in line with the Kimmel household’s political agenda.

Bruce Springsteen and Steven Van Zandt singing into a microphone on stage during a concert.

Even Bruce Springsteen, who is now playing a No Kings tour, to offer gratitude that Trump wasn’t injured in the assassination attempt. Getty Images

“It hurts me so much … my husband is out there fighting this man, and to me, them voting for Trump is them not voting for my husband and me and our family,” she said.

Yes, the Kimmels, who probably cut off every non-showbiz normie, live in their echo chamber where down-to-earth folks like George Clooney affirm their TDS.

Even Bruce Springsteen, who has devoted his final act to screaming about Trump, interrupted his No Kings show in Austin, Texas, to offer prayers of gratitude that neither Trump nor any of his administration were injured.

“We can disagree,” Springsteen said. “We can be critical of those in power, and we can peacefully fight for our beliefs. But there is no place in any way, shape, or form for political violence of any kind in our beloved United States.”

Donald Trump, with blood on his face, surrounded by secret service agents, is escorted off stage after being hit in the ear during a campaign event.

Despite the many attempts on Donald Trump’s life including being shot in Butler, Pennsylvania, Jimmy Kimmel joked about Melania Trump becoming a widow. AFP via Getty Images

Simple stuff.

Trump is president and therefore fair game for a late night host, but when every line is in service of tearing down one guy, it weakens the impact of jokes. Or of deserved criticism.

However, do not tell Kimmel what his job is.

“My job is whatever I decide my job is or whatever my employer allows me to do,” he told Michelle Obama recently.

Jimmy Kimmel wearing sunglasses and driving an Audi.

Jimmy Kimmel seen driving to the set of “Jimmy Kimmel Live!” after Melania Trump took to X to call on ABC to “take a stand” against his “violent rhetoric.” NORTH-SUNSET / BACKGRID

He then invoked George Carlin and Richard Pryor, two great comedians who did not host network late night television shows.

Equally, I don’t like Trump’s call for ABC to fire Kimmel — because it only creates a stupid narrative that Kimmel is a free speech martyr.

Trump has bigger battles to fight than a virtue signaling late night host. But Kimmel does not.

It’s a shame because Kimmel was once very funny.

Instead, he’s decided pursuing a political grudge is more important than being an entertainer.

Whatever he thinks his job is, his act is wearing thin.