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When did Donald Trump first meet Jeffrey Epstein?

Checked on November 16, 2025
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Executive summary

Available reporting does not pin an exact date for the very first meeting between Donald Trump and Jeffrey Epstein; contemporaneous quotes and later documents say Trump told New York magazine in 2002 he had “known Jeff for fifteen years,” which would place first contact in the late 1980s [1]. Public photographic and video evidence shows them socializing in the 1990s and at Mar‑a‑Lago by at least 1997–2000, but sources emphasize uncertainty about an initial encounter [2] [3] [4].

1. What the record actually says: “Known for 15 years” but no confirmed first meeting date

Journalistic accounts repeatedly note that Trump himself said in a 2002 New York magazine interview that he had “known Jeff for fifteen years,” which journalists interpret as dating their acquaintance to the late 1980s — but outlets also stress there is no definitive public record showing the very first meeting [1] [3]. Contemporary reporting and recent releases of Epstein’s emails and other documents refresh scrutiny of their long association without resolving an origin point [5] [4].

2. Visual evidence of a 1990s/2000s social relationship

Photographs and video place Epstein and Trump together at social events in the 1990s and at Mar‑a‑Lago by the late 1990s and 2000, with outlets citing images from Victoria’s Secret events and Mar‑a‑Lago gatherings in the 1990s and a February 2000 Mar‑a‑Lago photo as proof they were publicly socializing by then [2] [3]. Those images confirm a social relationship spanning at least the 1990s and early 2000s, even if they do not document the initial meeting [2].

3. Epstein’s own descriptions and later documents complicate the timeline

Newly released emails and other materials from Epstein’s estate include references to Trump and to interactions at Epstein’s homes; some messages claim Trump “spent hours at my house” with a woman Epstein named, but those notes do not establish when the men first met and often lack corroborating specifics [6] [7]. Journalism based on those documents reports Epstein mentioning Trump repeatedly, but again the correspondence does not supply a clear first‑meeting date [5] [8].

4. Competing narratives: Trump’s distancing vs. accounts of long friendship

Trump and his team have sought to minimize or reframe the relationship — the White House has called selective email releases a partisan “distraction,” and Trump has said he later had a “very bad relationship” with Epstein and expelled him from Mar‑a‑Lago [9] [2]. Conversely, authors and reporters citing tapes, interviews and the recollection of others describe a decades‑long social connection that included nights out and time spent together through the 1990s and early 2000s [10] [3]. Both perspectives are present in the reporting and neither produces a precise origin date [2] [10].

5. Why precise dating is difficult: gaps, redactions and limits of sources

The public record relies on memories, interviews, photographs and fragments of emails — not a contemporaneous, dated account of a first introduction — and many relevant documents remain private, redacted or contested [1] [7]. House committee releases and media reporting supply many references to interactions but do not document the initial meeting in a way that journalists can verify [5] [4]. Where sources make claims (for example, Trump’s 2002 self‑dating or Epstein’s later emails), those are cited — but they do not meet the standard for a confirmed first meeting date [1] [6].

6. What responsible conclusions can be drawn from available sources

Based on Trump’s 2002 remark that he had “known Jeff for fifteen years,” the most defensible inference is that their acquaintance began in the late 1980s; contemporaneous visual evidence and later emails show social contact in the 1990s and early 2000s, but no provided source documents the exact first meeting [1] [3] [2]. If you need a single, evidence‑backed statement: available reporting dates their acquaintance to “about the late 1980s” while noting public documentation of them socializing appears in the 1990s and later [1] [3].

7. What to watch for if you want a firmer answer

Look for contemporaneous primary evidence — an eyewitness account with a dated record, calendar entries, new photos with original timestamps, or unredacted documents that explicitly describe an initial introduction — none of which appear in the sources provided here (not found in current reporting). Ongoing committee releases and archival reporting may surface such material, but as of the cited coverage, journalists treat the late‑1980s dating as the best but not definitive marker [1] [5].

Want to dive deeper?
What year did Donald Trump and Jeffrey Epstein first become publicly associated?
Where did Trump and Epstein reportedly first meet or socialize?
How did Trump describe his relationship with Epstein over time?
What evidence exists (photos, guest lists, flight logs) showing early meetings between Trump and Epstein?
How did their relationship change after Epstein's 2008 conviction and later arrest?