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In the latest flood of unsealed Epstein documents—nearly 30,000 pages dropped just before Christmas—one bombshell email from a federal prosecutor in 2020 hits like lightning: Donald Trump flew on Jeffrey Epstein’s infamous private jet at least eight times in the 1990s, far more than ever publicly admitted, including flights alongside Ghislaine Maxwell during the exact period her criminal role was under scrutiny.T

December 28, 2025 by henry Leave a Comment

The December 2025 releases of Jeffrey Epstein’s investigative files, mandated by the Epstein Files Transparency Act signed by President Trump himself, have illuminated long-buried details of his associations with the convicted sex offender. While Trump has repeatedly denied deep involvement—claiming in 2024 he was “never on Epstein’s Plane” or at his island—the newly disclosed documents contradict these assertions, revealing extensive travel on Epstein’s private jet and other ties that raise uncomfortable questions.

A pivotal revelation comes from a January 2020 email by a federal prosecutor in the Southern District of New York. It states that flight logs show Trump as a passenger on Epstein’s jet at least eight times between 1993 and 1996—far more than previously reported. On four of these flights, Ghislaine Maxwell, Epstein’s convicted accomplice, was also aboard. One flight reportedly included only Trump, Epstein, and a redacted 20-year-old woman. These trips predate Epstein’s known criminal convictions but overlap with the period when his trafficking network was active.

Additional files include photos of Trump with Maxwell, subpoenas issued to Mar-a-Lago seeking employment records (potentially linked to victim Virginia Giuffre, who once worked there), and hundreds of references to Trump across thousands of pages. The Justice Department emphasized that some claims are “untrue and sensationalist,” and Trump faces no accusations of wrongdoing. Yet the volume of mentions—many from investigative materials rather than just media clippings—underscores a friendship that Trump once described positively before distancing himself.

Trump’s evolving stance adds irony: he initially resisted the transparency act, then signed it on November 19, 2025. Early releases contained few Trump references, drawing criticism, but the December 23 batch flooded with details after congressional pressure. A subsequent “discovery” of over a million more documents delayed full disclosure, fueling accusations of managed releases.

These revelations peel back layers of denial, exposing how elite networks shielded associations from scrutiny. Trump’s past praise of Epstein—”terrific guy” who liked “beautiful women… on the younger side”—now contrasts sharply with documented entanglements. While no evidence implicates Trump in crimes, the files highlight proximity to a predatory circle, challenging narratives of complete severance.

Ultimately, the Epstein scandal’s latest chapters force reckoning with power’s insulating effects. Trump’s entanglements, once downplayed, now stand exposed—reminding that transparency, even delayed, erodes carefully curated facades.

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