In 2011, Trump was the center of a 90 minute Comedy Central special that included roasters Seth MacFarlane, Whitney Cummings, Marlee Matlin, Jeffrey Ross, Gilbert Gottfried, Anthony Jeselnik, Larry King, Lisa Lampanelli, Snoop Dogg, and Mike ‘The Situation’ Sorrentino.

Trump concluded the special by saying, “You will have the great pleasure of voting for the man that will easily go down as the greatest president in the history of the United States: Me.”

A couple months later, Trump was also roasted at the 2011 White House Correspondents Dinner.

Comedy Central – Roast of Donald Trump
Los Angeles Times – Revisiting Comedy Central’s ‘Roast of Donald Trump,’ when ‘President Trump’ was a punchline and Trump could take a joke