Trump had cameos in three Playboy videos in 1994, 2000, and 2001. In one video, he interviews playmates and takes photos of clothed models. In another, he pours a bottle of champagne against a Playboy-branded limousine. In the third, he is shown at a Playboy fashion show.

Buzzfeed News – Donald Trump appeared in a 2000 Playboy Softcore porn
The Hill – Trump had cameo in softcore Playboy porn film in 2000
CNN – Two more Trump Playboy videos uncovered