Jimmy Kimmel Roasts Trump With Brutal Gatsby Comparison On Live TV
Kimmel Compares Trump to Great Gatsby Character

In a biting segment that has social media buzzing, Jimmy Kimmel drew striking parallels between former President Donald Trump and one of literature's most notorious characters during his late-night show.

The host didn't hold back as he compared Trump to Tom Buchanan from F. Scott Fitzgerald's classic novel The Great Gatsby, suggesting the similarities go beyond surface-level wealth and privilege.

The Buchanan-Trump Connection

Kimmel highlighted how both men represent "old money" attitudes and carry significant baggage from their pasts. "Tom Buchanan is a wealthy, entitled bully who gets away with things because of his status," Kimmel noted, drawing clear comparisons to Trump's current legal situation.

The comedian pointed to Buchanan's history of infidelity and reckless behavior as mirroring Trump's own controversies. "Much like Buchanan, Trump has a reputation that follows him everywhere," Kimmel told his audience.

Legal Troubles Take Center Stage

Kimmel's monologue came at a particularly sensitive time for the former president, who faces multiple ongoing legal battles. The late-night host suggested that Trump, like Buchanan, seems to operate under a different set of rules due to his wealth and social standing.

"The system works differently for people like Tom Buchanan—and apparently for Donald Trump too," Kimmel quipped, earning both laughter and applause from his studio audience.

Audience Reaction and Social Media Response

The segment quickly gained traction online, with viewers divided along predictable political lines. Supporters of the former president dismissed the comparison as another example of liberal media bias, while others found the literary analogy particularly apt.

Several political commentators noted that Kimmel's use of classic literature to frame contemporary political criticism represents an evolution in political satire, blending cultural commentary with sharp political observation.

As Trump's legal challenges continue to unfold, Kimmel's comparison serves as a reminder of how pop culture and politics remain deeply intertwined in the American consciousness.