August 18, 2016
Watch: Trump Hits On Giuliani in Drag in Unearthed Video
READ TIME: 1 MIN.
From his over-animated address at the Republican National Convention in Cleveland in July to Wednesday when he said that Donald Trump gave "the best speech any Republican, at least has ever given," few have been more ardent supporters of the billionaire politician's candidacy than Rudy Giuliani.
But the bromance between The Donald and the former mayor of New York City goes back quite a while .
Footage from 16 years ago has been unearthed showing Giuliani in full drag performing a skit with Trump for the Mayor's Inner Circle Press Roast.
At one point in the skit, Trump gets a little too intimate with drag Giuliani, prompting the former mayor to say: "Donald! I thought you were a gentleman!"
Trump replied: "Don't say I didn't try."
Inside Edition notes that this isn't the only footage of Giuliani in drag. In 1997, he wore a dress and wig while playing Cheri Oteri's mother in a Thanksgiving skit on "Saturday Night Live."