Trump has appeared on the Howard Stern show multiple times since the 1990s to discuss such genteel topics as the size of Trump's genitalia, premature ejaculation, and sleeping with the girlfriend of another guest on the show.
On one show, Trump told Stern, “I’ve known Paris Hilton from the time she was 12, her parents are friends of mine. At 12, I wasn’t interested… but she was beautiful.” Trump also admitted watching the leaked Paris Hilton’s sex tape.
Trump withdrew his lawsuit against television host and comedian Bill Maher seeking the $5 million that Maher said he would give to charity if Trump could prove he was not the son of an orangutan. Bill Maher said that an orangutan's fur was the only thing in nature that matches Trump's hair color.