Andrew M. Cuomo was about to get married. Donald J. Trump was about to get divorced. And the future governor of New York and future president of the United States crossed paths at Mr. Cuomo’s bachelor party.

The year was 1990 and Mr. Cuomo, the son of Gov. Mario M. Cuomo, was merging with the Kennedy clan — “Cuomolot,” the union was called — just as Mr. Trump was splitting up with Ivana Trump in a typical tabloid spectacle.

Mr. Trump did not attend the party, but he sent a lighthearted video clip that played at the Manhattan bar where Mr. Cuomo’s friends and political luminaries had gathered.

“Whatever you do, Andrew,” Mr. Trump advised Mr. Cuomo in the video, “don’t ever, ever fool around.”

There is a lot less joking these days.