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Jay Leno Admits Regret Over Letting Jimmy Kimmel 'Humiliate' Him on His Own Show

Jay Leno reflects on his regret over Jimmy Kimmel's 2010 on-air jab during a tense Tonight Show moment.
Jasmine Crockett Would 'Absolutely' Challenge Trump to a Battle of Wits After He Slammed Her as 'Very Low-IQ'

Rep. Jasmine Crockett escalated her feud with Donald Trump on Jimmy Kimmel Live, accepting an IQ test challenge and continuing to roast the president.
Jimmy Kimmel Rips 'Adolf Twitler' Kanye West in His Hate Speech, Calls Donald Trump 'Kanye East'

Jimmy Kimmel calls out Kanye West over his recent hate speech, dubbing him "Adolf Twitler" and mocking his actions during his latest monologue.
Jimmy Kimmel Defends Taylor Swift After President Trump Mocked Her for Getting Booed at Super Bowl, Says He's Just 'Jealous'

Jimmy Kimmel quipped at President Donald Trump, adding that he was jealous of Taylor Swift for having more followers and money than him.
Jimmy Kimmel Breaks Down in Tears Over Wildfires and Slams Trump's 'Disgusting' Response

Jimmy Kimmel and Christina Applegate reacted emotionally to the devastating Los Angeles fires, addressing criticism and community resilience.
Wanda Sykes Shares Her Wild Theory on Trump's Victory, Blames Cheerios

Wanda Sykes delivered sharp and humorous commentary on Jimmy Kimmel Live! regarding Donald Trump's election victory.
Usher's Son Naviyd Goes Viral with Spot-On Reenactment of Dad's 'Tonight Show's' Middle Moment

Naviyd hilariously recreated Usher's iconic "middle moment" from Jimmy Fallon's a cappella performance.
Jimmy Kimmel Claps Back at Elon Musk: 'At Least My Children Like Me'

Musk had called Kimmel a 'nonsense propaganda puppet' on X (Twitter).
Jimmy Kimmel Begs to Share a Jail Cell with Taylor Swift, Fights Back Tears as Election Drama Unfolds

Jimmy Kimmel said Trump's victory marked a "terrible night" for just about everyone in America.
Jimmy Kimmel Calls Donald Trump a 'Founding Farter' After He Allegedly Broke Wind During School 'Gender Swaps' Rant

"That's our founding farter right there," Jimmy Kimmel laughed.
Jennifer Aniston Shuts Down Bizarre Rumor of Affair with Barack Obama on Jimmy Kimmel: 'Absolutely Untrue'

Jennifer Aniston humorously denied tabloid claims of an affair with Barack Obama during her appearance on 'Jimmy Kimmel Live, calling the story "absolutely untrue."
John Legend Admits To This Surprising 'Mistake' He Made In Marrying Chrissy Teigen

In a playful confession, John Legend reveals how marrying Chrissy Teigen has led to some unexpected, hilarious consequences in their relationship.
Jimmy Kimmel Blasted For Asking Morgan Freeman An 'Offensive' Question About His Voice In Resurfaced Clip

During an episode of 'Jimmy Kimmel Live!' in March 2016, Jimmy Kimmel asked Morgan Freeman, "Where did you learn to speak so beautifully?"
Watch: Barack Obama Had To Usher 'Frozen' Joe Biden Off Stage During Fundraiser Event

Barack Obama joined Joe Biden at the latter's reelection campaign's Los Angeles fundraiser Saturday night.
Kirsten Dunst And Jimmy Kimmel Discuss Their Sons Fight At School: They 'Ended Up In Tears'

They exchanged perspectives on the incident, which involved sharpened pencils and a misunderstanding regarding a chair.
Disappearing Kate Middleton vs. Missing Melania Trump: Jimmy Kimmel Compares Both High-Profile Figures

Jimmy Kimmel compared the two personalities' public disappearances on his late-night talk show.
Jimmy Kimmel Worked With 21 Writers For Oscars Opening Monologue

A bunch of writers worked together for Jimmy Kimmel's 10-minute Oscars monologue. Jimmy Kimmel prepared really well for this year's Oscars ceremony.
Jimmy Kimmel Hints At Leaving Late Night Show: ‘That Seems Like Enough’

Jimmy Kimmel hinted at not extending his contract after it ends two years from now. Jimmy Kimmel seemingly hinted at not renewing his contract for his late-night talk show, "Jimmy Kimmel Live!" In an interview with the Los Angeles Times published Tuesday, the 56-year-old host said that the finale of his 21-year-old talk show could happen sometime soon.
Jimmy Kimmel Jokes Donald Trump Exhibits Neurosyphilis Symptoms During Show Monologue [Watch]

Jimmy Kimmel claims Donald Trump has "neurosyphilis" after being spotted with bloody hands last week.
George Santos Threatens To Sue Jimmy Kimmel For Cameo Videos

Kimmel aired several of Santos' Cameo videos on his talk show under the segment titled "Will Santos Say It?"
George Santos Earns $350,000 From Cameo Videos; Jimmy Kimmel Could Owe Him $21,000

Santos said he now charges $500 per video on Cameo. Former Republican lawmaker George Santos is now making more than he earned as a politician after being expelled from Congress due to campaign fund misuse.

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