How many times were Donald Trump and Jeffrey Epstein publicly photographed together in the 1990s?

1. What reporters actually document: several known images, not a single "count"

Major outlets describe distinct instances in the 1990s where Trump and Epstein appear together in published photos: Epstein at Trump’s 1993 wedding to Marla Maples at the Plaza Hotel; images of the two at Mar‑a‑Lago in the mid‑ to late‑1990s; and photographs or footage placing Epstein near Trump at Victoria’s Secret “Angels”/fashion events in the late 1990s ^{[1] [3] [5]}. These pieces establish multiple, identifiable moments but do not consolidate those moments into a single verified numeric total for the decade ^{[1] [2]}.

2. Archive evidence is extensive but not narrowed to the 1990s

Getty Images hosts a large searchable set of photos linking Trump and Epstein — the Getty landing page shows hundreds of hits when searching for “Trump and Epstein,” which suggests many images exist across years, events and contexts ^[4]. However, the Getty collection described in reporting and on its site is not presented in the reporting as a definitive count limited to 1990–1999, so it cannot be cited as a precise numeric answer for the 1990s alone ^[4].

3. Recent releases and reporting uncovered more photos but still no definitive tally

In 2025 reporting, CNN published newly uncovered photos and video that included Epstein at the 1993 Harley‑Davidson Cafe opening and at Trump’s 1993 wedding; later coverage highlighted footage from a 1999 Victoria’s Secret event and additional Mar‑a‑Lago images from the 1990s ^{[1] [3]}. The Guardian, BBC and others relayed those same examples, underscoring multiple occasions in which they were photographed together, but none of these outlets provides a single authoritative number of 1990s photographs ^{[1] [2] [3]}.

4. Disagreements, framing and political context in the coverage

Different outlets frame the significance of the photos differently. The Guardian and Rolling Stone present the images as evidence of a sustained social relationship in the 1990s ^{[3] [5]}. The White House and Trump allies characterize some published stills and clips as “out‑of‑context” grabs from widely attended events — an argument noted in The Guardian’s reporting of the administration’s response ^[1]. Reporters also flag that many images predate any of Epstein’s known legal troubles, a fact used by defenders to argue for less sinister interpretation ^[1].

5. Why a simple numeric answer is elusive

Public sources document multiple discrete photo opportunities across the 1990s but do not offer an exhaustive, date‑filtered count. Flight logs and emails provide corroborating evidence of interactions and travel in the mid‑1990s, and archive sites produce many images; still, available reporting stops short of publishing a verified, decade‑only photograph tally ^{[6] [7] [4]}. Therefore any precise numeric claim about “how many times” they were photographed together in the 1990s would require original archival research and date‑by‑date verification that current reporting does not present ^[4].

6. How to get a definitive count if you need one

To produce a verifiable number you would need a systematic search: compile all Getty/agency images and news‑agency photo archives, filter by date (1990–1999), deduplicate similar frames and verify context (event, proximity vs. posed shot). None of the cited news stories claims that such a methodology has been completed; they instead report notable, illustrative images and collections ^{[4] [1] [3]}.

Limitations and final note: available sources document multiple, headline‑worthy photographs of Trump and Epstein in the 1990s (wedding, Mar‑a‑Lago, Victoria’s Secret events) and show extensive archival material exists, but they do not provide a single authoritative count limited to the 1990s — independent archival work would be required to generate and verify that exact figure ^{[1] [2] [4]}.