A stunning new claim about Donald Trump, Marla Maples and Jeffrey Epstein is dragging one of Trump’s most infamous tabloid-era chapters back into the spotlight.
Author Michael Wolff is alleging that Trump’s reaction to Maples’ pregnancy in 1993 sparked a disturbing conversation between Trump and Epstein, the disgraced financier whose long relationship with powerful men continues to haunt American politics.
In the latest installment of his Substack series, The Epstein Diaries, Wolff paints a lurid portrait of Trump and Epstein’s late-night New York social scene in the 1980s and 1990s, when both men were fixtures in elite Manhattan circles and tabloid gossip columns.
According to Wolff, Epstein used to needle Trump for trying to maintain an image of “domestic respectability” while the two men spent enormous energy chasing status, nightlife and women.
Then came the bombshell that changed everything: Marla Maples, Trump’s then-girlfriend, was pregnant.
Wolff claims Epstein was initially so doubtful that Maples was actually expecting that he made a bizarre bet with Trump involving a truckload of baby food. But once it became clear Maples really was pregnant, Wolff says the conversation allegedly turned much darker.
According to Wolff, the two men discussed “pushing her down the stairs,” with Wolff writing that the idea came from Trump, while Epstein supposedly warned that his friend was simply “screwed.”
The claim is explosive, and it arrives as Trump’s past ties to Epstein remain under intense scrutiny. Trump has denied wrongdoing and has repeatedly tried to distance himself from Epstein, despite the fact that his name appears thousands of times in Epstein-related files.
Tiffany Trump, Trump’s only child with Maples, was born on Oct. 13, 1993. Two months later, Trump and Maples married in a lavish ceremony at New York’s Plaza Hotel. Epstein was reportedly among the guests.
The strange baby food bet also appears to be backed up by Epstein’s own words in emails released as part of the Epstein files. In a 2016 exchange with Deepak Chopra, Epstein said that when Maples told Trump she was pregnant, he lost a $10,000 bet and sent Trump “a truck of baby food” as payment.
The White House responded to Wolff’s claims with a furious attack.
White House Communications Director Steven Cheung told the Daily Beast that Wolff is “a lying sack of s–t” and accused him of fabricating stories out of “Trump Derangement Syndrome.”
Wolff, a longtime Trump biographer, has written extensively about the president and has faced criticism from Trump allies over his reporting. He has also been scrutinized for his own correspondence with Epstein, but has said his goal was to understand the convicted sex offender’s relationship with Trump and other powerful figures.
Trump’s relationship with Maples was already one of the most sensational scandals of his pre-political life. Their romance began while Trump was still married to Ivana Trump, setting off a tabloid firestorm that helped cement Trump’s image as a celebrity businessman whose personal life was as messy as his public persona was flashy.
Ivana later wrote in Raising Trump that she realized her marriage was over in 1989 when Maples approached her and said, “I’m Marla and I love your husband. Do you?”
Trump and Maples separated in 1997 and finalized their divorce in 1999. By then, Trump was dating Melania, who would later become his third wife and first lady.
For Democrats and Trump critics, Wolff’s latest claim is another grim reminder of the kind of company Trump kept long before he entered the White House. For Trump’s defenders, it is likely to be dismissed as another politically motivated attack from a writer they have never trusted.
But the allegation is sure to add more fuel to the ongoing firestorm over Trump’s past association with Epstein, a relationship the president has repeatedly tried to minimize, but one that continues to raise uncomfortable questions.
Decades later, the Trump-Epstein connection is still producing headlines, and this latest claim may be one of the most disturbing yet.
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