Over nearly two decades, as Mr. Trump cut a swath through the party circuits of New York and Florida, Mr. Epstein was perhaps his most reliable wingman. During the 1990s and early 2000s, they prowled Mr. Epstein’s Manhattan mansion and Mr. Trump’s Plaza Hotel, at least one of Mr. Trump’s Atlantic City casinos and both their Palm Beach homes. They visited each other’s offices and spoke often by phone, according to other former Epstein employees and women who spent time in his homes.
With other men, Mr. Epstein might discuss tax shelters, international affairs or neuroscience. With Mr. Trump, he talked about sex.