He said he would date his own daughter
In a 2006 appearance on The View, Donald Trump, discussing the possibility of whether or not his daughter, Ivanka, would pose for Playboy, admitted that she does have "a very nice figure."
And then he stated, "If Ivanka weren't my daughter, perhaps I’d be dating her."
He tried to bulldoze an old woman’s home for a parking lot
In 1994, Trump decided the Trump Plaza Hotel and Casino needed a limo parking lot. But he had a problem. Vera Coking, an elderly widow, lived at the proposed location.
So, Trump convinced Atlantic City to use eminent domain to condemn her house. He was almost successful, until the Institute of Justice got involved.
He claimed that military school gave him better training than some soldiers
Trump was able to avoid being drafted during the Vietnam War and has never served in the armed forces. He recently told a biographer that, despite this, his time as a student at the New York Military Academy gave him "more military training than a lot of the guys that go into the military."