The sketch is being remembered as rumors swirl that the president is fed up with the former New York City mayor.
Could Donald Trump be getting fed up with Rudy Giuliani just two weeks after he joined the president’s legal team?
Giuliani’s flurry of TV interviews appears to be doing more harm than good, but "America’s Mayor" says he is not going anywhere.
"The president is encouraging me to do more of them," he told MSNBC. "I try to keep them under control. The president feels that the TV interviews have organized his supporters."
Since joining the team, Giuliani has seemed to confirm that Trump gave his attorney Michael Cohen $130,000 after paying Stormy Daniels hush money, but denies knowing much about the case.
He has also slammed special prosecutor Robert Mueller's investigation into the Trump campaign and implied that Trump's son-in-law, Jared Kushner, is "disposable" from his White House duties.
Giuliani and Trump go back a long way from their days in New York City as they both rose to fame in the 1980s.
Their new alliance has is bringing a video from 18 years ago back into consciousness. The 2000 comedy skit performed for a charity dinner shows Giuliani, who was New York City mayor at the time, dressed in drag and approaching Trump.
The real estate tycoon called Giuliani’s character "really beautiful."
At one point in the skit, Trump pressed his face against Giuliani's "breasts," to which the mayor responded, "Ooh, you dirty boy!"
Giuliani's character exclaimed: "Donald, I thought you were a gentleman!"
Trump then fired back: "Don’t say I didn’t try."
As shocking as it might be to see Giuliani dressed as a woman, it's not the only time. He also donned a dress and wig in a 1997 "Saturday Night Live" skit.
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