There’s certainly no shortage of Donald Trump, in his pre-politics life, making piggish public comments about women. He, after all, used to appear regularly on Howard Stern’s radio show, at a time when the show was considerably more vulgar than it is today.
One particular clip surfaced this week, of Trump appearing on David Letterman’s show in the early 1990s, where he made some comments about boxing champion Mike Tyson’s rape trial, which had just ended with Tyson convicted. Convicted in early 1992 of raping a beauty pageant contestant, Tyson went on to serve just under three years in prison.
Trump, in the Letterman clip, rips Tyson’s legal defense in the trial, going on to declare, “Mike should serve some time and everything else, but… she was dancing at his door at one o’clock in the morning.” Letterman appeared eager to end the segment, which he did a few seconds later.
🚨BOMBSHELL: A clip of Trump arguing with David Letterman that the teenage girl Mike Tyson brutally raped was to blame is going viral.
“Mike should serve some time and everything else, but… she was dancing at his door at one o’clock in the morning.”
There’s no defending this. pic.twitter.com/x4bcdjpqQC
— CALL TO ACTIVISM (@CalltoActivism) August 5, 2025
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Tyson has continued to maintain his innocence in the years since his release from prison, undergoing a remarkable recovery in his public reputation, which has included everything from a return to boxing, to movie and TV roles, and even a Broadway one man-show. There are likely many younger people, who may have watched Tyson’s exhibition fight against Jake Paul on Netflix last year, who likely are unaware that he is a convicted rapist.
The former boxing champion, now 59, said in a Fox News interview with Sean Hannity earlier this year that he is a friend and supporter of Trump’s. In June, he urged the president to embrace the cause of cannabis reform.
As pointed out in a Semafor analysis during the 2024 campaign, Trump likes to surround himself with several men — Tyson, Lawrence Taylor, Darryl Strawberry and boxing promoter Don King — who were athletic figures in the 1980s, and who have a history of getting in trouble with the law.
“They were household names at the same time as Trump’s New York heyday,” Semafor wrote of those athletes. “They were frequently in the tabloids, often for the wrong reasons, and it took a push from the campaign to persuade some of them to talk to a strange reporter. Nearly all of them had faced serious legal issues, including several criminal convictions.”
Tyson was not part of Trump’s recently reconstituted President’s Council on Sports, Fitness, and Nutrition, but Taylor, who is also a convicted sex offender, was.
Photo courtesy of the Political Tribune media library.
