Donald Trump - Home Alone 2: Lost in New York

In 1992, long before Donald Trump had any aspirations to be President of the United States, the 77-year-old businessman-and-politician appeared as himself alongside Macaulay Culkin in ‘Home Alone 2: Lost in New York’.

Part of the movie was filmed at the Plaza Hotel, which was owned by Trump at the time. In a 2023 post on his social media channel Truth Social, Trump stated that his cameo contributed to the film’s success. He wrote: “That little cameo took off like a rocket and the movie was a big success, and still is, especially around Christmastime. People call me whenever it is aired.” Trump’s cameo appearances, however, go beyond the ‘90s classic, as he also appeared in ‘The Nanny’, ‘Sex and the City’, ‘The Fresh Prince of Bel-Air’, ‘Zoolander’ and ‘Two Weeks Notice,’ among other projects.