4. Trump the ‘Ladies’ Man’?
While attending the New York Military Academy, Trump participated in numerous school functions, teams, and events. In this photo from the NYMA yearbook, Trump is brandished, the “Ladies’ Man,” next to an unidentified woman. It would take 50 years before the identity of the woman was discovered to be Fran Dunn, a secretary of the school, who was asked to appear in the photo to “crown” Trump with his new designation. Trump’s reputation as a “ladies’ man” would continue with him throughout the years through numerous scandals.