According to Express, Brady's relationship with Trump began back in 2002 when Brady was asked to judge the Miss USA pageant. The disgraced politician also has ties to New England Patriots owner Robert Kraft and head coach Bill Belichick (via The Undefeated). In 2015 Brady spoke to Boston radio station, WEEI where he revealed that he and Trump were longtime friends who, after the beauty competition, bonded on the golf course, saying he had known the reality TV star for "a long time." Brady also said that commenting the pageant was "One of the very first things that I did that I thought was really cool that came along with winning the Super Bowl."
For a very long time, the friendship remained hidden in the shadows, per Sporting News. It only revealed itself in September of 2015, when Trump congratulated Brady on his four-game suspension being lifted after a scandal related to deflated footballs. The heartfelt words were tweeted from Trump's since-deleted account. In 2017, Brady confirmed that he had called Trump to congratulate him on his White House win. There were even rumors that Trump had tried to set his friend up with his daughter, Ivanka, to make a power couple. During an interview on The Howard Stern Show, Stern claimed that Trump had dreamed that Brady would marry his daughter, but the football champion quickly snuffed out any hearsay to the rumor.
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