"The Drew Carey Show" (1997)


In the season two episode "New York and Queens" of "The Drew Carey Show", Drew Carey, Ryan Stiles, Christa Miller and Diedrich Bader's characters run into Trump on the street while stuck in a bad traffic jam in the middle of New York City.

In the scene, he offers the group of friends free tickets to his box seats at the Yankees game.

http://www.hollywoodreporter.com/lists/donald-trump-18-memorable-cameos-873520/item/drew-carey-show-donald-trump-873595