Donald Trump is spiraling on Air Force One, Bitcoin is crashing, the economy is buckling, and somewhere in the middle of all that chaos⌠Donald Trump Jr. is getting dismantled in public by Jimmy Kimmel. Again.
This isnât just a one-off joke. Itâs a 7-year demolition project, and Don Jr. is the main character who never learns his lesson.
While Trump Sr. melts down over tariffs, crypto, and desperate fundraising emails, Don Jr. is back in court, walking past protesters chanting âCrime family! Crime family!â Kimmel puts it plainly: theyâre not even a smart crime family â theyâre âthe Gamboszos.â
Inside the $250 million fraud trial, Don Jr. tries to sound serious, calling his father âan artistâ and pretending heâs just a misunderstood businessman who relied on big accounting firms. On TV, Kimmel reduces that whole excuse to dust in one line: Don Jr. is a âbusiness guy who had his elbow soldered together.â Translation: this is not a financial genius â this is a guy winging it.
The Tweet That Started a War
The feud really ignited back in October 2017. Trump Sr. ranted on Twitter that late-night hosts were unfunny and unfair. Kimmel responded with a savage offer: Quit the presidency, and Trump can have his show.
But then Don Jr. decided he wanted in.
Seeing the Harvey Weinstein scandal explode, Don Jr. tried to set a trap. He tweeted at Kimmel: âThoughts on Harvey Weinstein? Asking for a friend.â
He thought he was exposing âliberal hypocrisy.â Instead, he walked straight into a buzzsaw.
Kimmel flipped Trumpâs own words back on them, using the Access Hollywood tape where Trump bragged about grabbing women. Kimmel privately messaged Don Jr. the clip with a simple line: âGreat. In the meantime, enjoy this.â
Days later, Kimmel dragged the entire exchange into the spotlight on live TV. He reminded viewers that Hillary Clinton had taken money from not one but two accused predators: Harvey Weinstein and Donald Trump. Then he looked into the camera and gave Don Jr. some advice that has aged like fine wine:
âNext time youâre defending your father and think itâs a good idea to draw a parallel between him and a freshly accused sexual predator⌠donât.â
From Twitter Beef to Full-Blown Humiliation
From there, Kimmel turned Don Jr. into a recurring character â the human embodiment of failing upward.
When Don Jr. appeared at the RNC looking sweaty, erratic, and wired, âcocaineâ started trending above âRNC.â
When he posted Fox News rants with wild eyes and jittery energy, Kimmel joked he sounded like Alex Jones blended with a can of Mountain Dew.
When reports said he was being âgroomedâ for a presidential run, Kimmel said it wasnât a metaphor â âThey literally groom him like a dog.â
Kimmelâs team even cut a fake campaign ad: âMy name is Donald Trump Jr. People call me Donald Trump Jr. Thatâs our big hotel, thatâs my dadâs name. I shot this leopard. I wasnât scared.â Kimmelâs verdict?
âHe couldnât run a Dunkinâ Donuts, and heâs going to be president?â
The Coke Jokes, The SpaceX Moment, and the Meltdown
Things escalated when video surfaced of Don Jr. at a rocket launch, caught on camera sliding his hand from his pocket and rubbing his gums. The clip went viral. Kimmel played it in slow motion and joked, âLetâs not jump to conclusions, maybe heâs just got some Fun Dip in there⌠maybe his veneers were hurting.â
Then came Don Jr.âs own bizarre declaration at a conservative conference: âLuckily, I donât snort cocaine. Itâs just not my thing.â Nobody asked. The internet exploded. One viral comment summed it up:
âMy âI donât snort cocaineâ shirt is raising a lot of questions already answered by my shirt.â
Kimmel, Colbert, The Daily Show â they all piled on. But Kimmel has been the most relentless. Every rant, every Fox hit, every sweaty video â he turns it into another episode in the ongoing saga of Don Jr., the Nepo Baby Who Wonât Stop Talking.
The Final Punchline
Years later, Kimmel hit him with what might be the most brutal description yet: âCosplay grits gobbler. New York prep school Nepo baby.â
Four words that strip away the fake blue-collar cosplay and expose exactly what Don Jr. is: Rich. Privileged. Untalented. Desperate for dadâs approval. And painfully out of his depth.
The conclusion is brutal but impossible to ignore: Jimmy Kimmel isnât just clowning Donald Trump Jr. â heâs building a public case that Don Jr. is completely unfit for serious public life.
And after seven years of receipts, clips, memes, and meltdowns⌠the evidence is overwhelming.