Celebs You Didn't Know Were Connected To The Trumps

While there is much debate on whether or not New England Patriots quarterback Tom Brady is the greatest quarterback of all time, there wasn't much debate on who he was throwing his support behind during the 2016 presidential election. After a game in Sep. 2015, a MAGA hat was spotted in five-time Super Bowl winner's locker. When asked by reporters if Trump could pull off an election upset, Brady replied, "I hope so. That would be great. There'd be a putting green on the White House lawn, I'm sure of that."

Brady then spoke to Boston's WEEI (per Politico), revealing the pair have been friends since 2002. "I mean it's pretty amazing what he's been able to accomplish," he said. "He obviously appeals to a lot of people, and he's a hell of a lot of fun to play golf with." He continued (per USA Today), "Like I said, he's been a friend of mine, supported our team. He's been on the Patriots sidelines a lot and always called me after games to encourage me over the course of 15 years. And, you know, so that's kind of the way it is."

After a judge overturned Brady's four-game suspension for the Deflategate scandal, the president-to-be congratulated his golfing buddy on Twitter. "Congratulations to Tom Brady on yet another great victory- Tom is my friend and a total winner!" he tweeted.

Per Politico, Chelsea Clinton and Ivanka Trump met through their husbands and "clicked immediately." The pair's relationship was red carpet camera-ready, with the first daughters' love fest at the 2014 Glamour Women of the Year Awards was on full display. There is a reason why the two instantly became friends. "There's so much that they understand about each other," Washington Post columnist Emily Heil told CNN. "If there's anyone who understands what Chelsea Clinton has been through it is Ivanka Trump."

In a February 2015 profile of Ivanka in Vogue, Chelsea heaped praise on her friend, even comparing her personality to that of her father, Bill Clinton. "She's always aware of everyone around her and ensuring that everyone is enjoying the moment," she said. "It's an awareness that in some ways reminds me of my dad, and his ability to increase the joy of the room. There's nothing skin-deep about Ivanka." In a 2016 interview with Cosmopolitan, Chelsea said, "I am absolutely friends with Ivanka and I am grateful for her friendship. And I'm always going to believe, because this is how my parents raised me, that friendship is more important than politics." Two months later, the friendship was reportedly "on ice."

After the 2016 election, Chelsea admitted to Stephen Colbert that she has "not spoken to [Ivanka] in a long time." She continued, "It's clear that she has supported policies and decisions that I don't agree with. I've been very vocal about my opposition to President Trump."

The Duchess of Sussex Meghan Markle might be a Queen Consort (It's complicated.) one day, but once upon a time, Ivanka Trump was one of her idols. Back in 2014 on her now-defunct lifestyle blog The Tig (per The Mercury News), the former Suits star called Trump "staggeringly beautiful" and "so incredibly savvy and intelligent." She also praised the first daughter for "undoubtedly [creating] her own empire," and not just by using "her father's famed Trump notoriety."

The post eventually turned into an email exchange between the pair where Trump answered questions about her life. "She does it all," Markle said, admiring Trump's work/life balance and how she juggles "the line between letting yourself go or looking like you just stepped off a runway (or at least had the time to put some lipstick on)." The glowing review didn't stop there. "This much I know — when we have drinks, I will make sure I order whatever she does — because this woman seems to have the formula for success (and happiness) down pat," Markle continued.

We assume they never got around to those drinks, or if they did it was probably pretty awkward thanks to Markle's 2016 appearance on The Nightly Show with Larry Wilmore, during which she called Donald Trump "divisive" and "misogynistic."

Shameless star Emmy Rossum was one of the 500 guests to witness Ivanka Trump and Jared Kushner tie the knot in 2009. The pair then looked like BFFs at the Costume Institute Gala in 2010, and they even supported each other on social media — "Congrats Emmy on your new show Shameless. It is amazing, and you are great in it!" Trump tweeted in 2011.

Rossum even interviewed "her friend" for a Hamptons profile in 2013, and when she asked Trump about her favorite dishes, she replied, "I have a lot of light, refreshing dishes that I really enjoy making, especially when entertaining good friends, like you."

However, like many relationships with the Trumps, it quickly turned sour after Donald Trump was elected president. "This morning still sad. I was looking forward to the next 4 yrs. To having a child, maybe a daughter, under the first female president," Rossum tweeted the day after the 2016 presidential election. "I wanted to tell her she could achieve anything she wanted. That she would win if she led with kindness. Not to make fun of people. Or bully," she added. And when President Trump instituted a zero tolerance border policy that resulted in "more than 2,300 children [being] separated from their parents" and placed in detention centers, according to Yahoo, Rossum pleaded with her friend to step up and do the right thing. "@IvankaTrump this is a moral emergency. you can do something real," she tweeted. Awkward! 

Donald Trump and the former heavyweight champion Mike Tyson's friendship goes back more than 30 years. In fact, Trump even remained one of Tyson's most vocal supporters through Tyson's 1992 rape conviction. During an interview that same year with NBC Nightly News (obtained by Buzzfeed), Trump claimed that Tyson was "railroaded in this case" and seemingly blamed the victim. "You have a young woman that was in his hotel room late in the evening at her own will," he said. "You have a young woman seen dancing for the beauty contest — dancing with a big smile on her face, looked happy as can be."

Speaking to Howard Stern in 1992 (per CNN), Trump called Tyson's conviction "a travesty." He added, "It's so sad because I've known Mike more or less from the beginning. He started off having his first fights at my place, and he's had his biggest fights at Trump Plaza in Atlantic City." He went on to tell Stern that he never saw any inappropriate behavior from Tyson, but he's seen "women going around touching him" on numerous occasions. "He walks in a room, and the women start grabbing him and grabbing his a** and grabbing anything else they can grab on him," he explained. 

It's unclear exactly how close Trump and Tyson remained in the following years, but when HuffPost Live asked Tyson decades later if Trump could count on his vote in 2016, he didn't hesitate: "Hell, yeah. Big time."

Donald Trump has been a frequent guest on Larry King Live going all the way back to the 80s. Speaking to CNBC's "Squawk Box" in 2016, King revealed that those appearances yielded a friendship with the 45th president that also goes back decades. However, the legendary talk show host stated he would be voting for Hillary Clinton. "Some of [Trump's] stands, I just can't go with," he said. "When I'm down to the two, I would tell Donald, 'Donald, I love you. You're a great friend. But I can't buy some of the things [you've said],'" King continued.

In a 2017 appearance on MSNBC, King revealed he "hasn't heard from" Trump since the election. That might be for the best, as King's opinion of Trump seems to have slipped since he took over the Oval Office. Speaking with John Fugelsang on SiriusXM Insight, King called Trump's time in office "one of the most ridiculous presidencies I've ever seen." And when TMZ caught up with King and asked for his thoughts on his old friend, he said, "I don't know this Donald Trump, and I'm very, very sad."