The 5 Most Bizarre Celebrity Encounters With Donald Trump

Donald Trump might regularly complain about how detached and sheltered the celebrity elite are, but he sure has a few bawdy tales to tell about his times hanging out with them. For example ...

Advertisement

5
He Tried To Gaslight Salma Hayek Into Dating Him

When Trump wanted to date famous women, he'd simply masquerade as his own publicist and talk to the tabloids in great, breathy detail about how they wanted to jump his bones. He did this about everyone from Carla Bruni to Madonna to Kim Basinger. If you're going to be a creepy obsessive, you might as well shoot for the moon. But don't take our word for it. Just ask Salma Hayek, who once had the POTUS sliding real hard into her IRL DMs (that's what millennials call phones these days, according to our cool nephew who's totally not messing with us).

Continue Reading Below

Advertisement

As Hayek described in an interview with Trevor Noah, it all kicked off after Trump noticed that she was looking a little cold at an event the two were attending (alongside her boyfriend). Trump gave Hayek his jacket and got to talking, an encounter that ended with him and the couple exchanging numbers and a promise to stay in touch. He never contacted the boyfriend, but oh boy did he stay in touch with Hayek.

"Now he's calling and he's inviting me out and it's just me. And I said, 'What about my boyfriend? Am I crazy, are you asking me out? You know I have a boyfriend.' He said, 'He's not good enough for you. Not important. He's not important, he's not big enough for you. You have to go out with me.'"

Continue Reading Below

Advertisement

Continue Reading Below

Advertisement

Despite Hayek repeatedly shutting down his advances, Trump, that yuge respecter of women's boundaries, kept calling and calling, until one day Hayek noticed a story in The National Enquirer about how a certain "genius" "billionaire" "playboy" "philanthropist" wouldn't date her because she was too short. And right on cue, Trump was on the horn offering up a way to prove this story was bull.

"He called and left me a message. 'Can you believe this? Who would say this? I don't want people to think this about you.' He thought that I would try to go out with him so people wouldn't think that's why he wouldn't go out with me."

Continue Reading Below

Advertisement

As abhorrent as this might be, we have to ask: What if he tried this tack in negotiations with North Korea? Hayek was too smart for it, but Kim Jong-un ...

Related: 7 Stories Of Celebrity Encounters You Won't Believe Are True

4
He Screwed Over A Hair Metal Band For "Charity"

Back in 1991, Trump was tapped by Precious Metal, an all-girl hair metal band, to appear in a video for their cover of "Mr. Big Stuff," the song originally made famous by Jean Knight. In return, the band agreed to donate $25,000 to a charity of his choice. Which was almost definitely guaranteed to be the Donald Trump Foundation for Self-Enrichment, or "Trump Foundation" for short (as cynical as that might sound).

Continue Reading Below

Advertisement

Against all odds, Trump turned up to the shoot and did what he said he would. Which suggests that if we filled the Oval Office with wigs, smoke machines, and scantily clad ladies, he might get some work done. Anyway, afterward, Trump turned to the band and demanded that instead of $25,000, he be paid a whopping $250,000, his rationale being that he only signed on for a cameo, not to appear throughout the video.

Continue Reading Below

Advertisement

However, as Precious Metal's lead vocalist, Leslie Knauer, explained, Trump was given a copy of the script beforehand, meaning that he had plenty of time to raise any objections. Unable to pay Trump's outrageous new fee, the band had to reshoot the video with a Trump lookalike (the poor bastard).

Continue Reading Below

Advertisement


This was 1991, so maybe he should've been happy with anything written in black ink.

Related: 5 Celebrity Jerk Moves So WTF, They'd Put Kanye To Shame

3
For A Brief Spell, He Was Obsessed With Kristen Stewart

The era of Twilight was a wild time to be alive, not least because everyone who wasn't a teenage girl could spontaneously, and without warning, launch into a 20-minute rant about how the books and movies were the worst thing to happen to humanity. This included Donald Trump ... not because he didn't enjoy the raw sexual chemistry of the cast, but because he didn't like that Kristen Stewart cheated on Robert Pattinson.

Continue Reading Below

Advertisement

Continue Reading Below

Advertisement

For a solid month back in 2012, Trump tweeted about the "scandal" engulfing the Twilight fandom with the same amount of dignity and restraint that he today reserves for tweeting about international politics. We're not sure what the saddest part of that sentence is.

This isn't even all of them.

Related: 6 Famous Men Who Did Creepy Things To Women They Slept With

2
He Thought That Vince McMahon Really Died In A Limo Explosion On WWE

For a habitual liar, Trump doesn't seem to understand fiction very well. In 2007, WWE head honcho Vince McMahon was the centerpiece of a storyline in which his entire life was destroyed, leaving him in a deep dark depression, and later leaving him in a fabulous limo explosion.

Continue Reading Below

Advertisement


Nothing captures the excitement of professional wrestling like a silent three-minute tracking shot before anything happens.

Continue Reading Below

Advertisement

You don't need us to tell you that was all faked ... unless you're Donald Trump, in which case you do very much need that. He actually called Vince's office in order to find out whether the explosion was real -- a tale relayed by Triple H during an appearance on Opie And Anthony:

Continue Reading Below

Advertisement

"What kills me is, so many people called -- I mean, the office the next day, people ... I'm not kidding you. And he'll probably be mad at me for saying this, but like, Trump called, and was like, 'Did something happen to Vince?' It's just the magic of television, you know what I mean?"

Trump wasn't the only person to call, and the WWE did go hard on making the explosion seem real (even circulating a press release mourning McMahon, and later holding an on-air celebration of his life), but here's the kicker: By this time, Trump had already appeared on WWE.

Continue Reading Below

Advertisement

Related: Amazing Celebrity Connections You Didn't Know Existed

1
He Demanded A Cameo In Every Movie Filmed At His Properties

As a man of the people, Donald Trump views Hollywood with the kind of sheer unbridled contempt he usually reserves for bankruptcy court and melanin. Which is funny, since he was so desperate for that same fame that he'd force any movie filming at one of his properties to give him a cameo. As Matt Damon described the process:

Continue Reading Below

Advertisement

Continue Reading Below

Advertisement

"The deal was that if you wanted to shoot in one of his buildings, you had to write him in a part. You have to waste an hour of your day with a [expletive] shot. Donald Trump walks in and Al Pacino's like, 'Hello, Mr. Trump!' -- you had to call him by name -- and then he exits. You waste a little time so that you can get the permit, and then you can cut the scene out."

That last part about cutting his cameo out? Yeah, that's how directors got around his bizarre edict. This sad state of affairs was confirmed by Chris O'Donnell, who had to watch as Trump and his then-wife Marla Maples interrupted the filming of Scent Of A Woman (ask your mom) with a walk-on part which was wisely left on the cutting-room floor.

Continue Reading Below

Advertisement

In case you're wondering, yes, this is also why he shows up in the middle of Home Alone 2 to give Macaulay Culkin directions. We don't know why John Hughes decided to leave this scene in, but it might've been a toss-up between this and a post-credits stinger wherein the McAllisters open the newspaper to find a full-page advertisement calling for Kevin to get the death penalty.

Continue Reading Below

Advertisement

For more from Adam Wears, check out his Twitter or his newsletter about depressing history. He'd also like you to know that his friend Marina Reimann regularly streams video games! Check out her Twitter for more details!

For more, check out Weird How Everyone President Donald Trump Knows Does Crimes - Some News:


Also, we'd love to know more about you and your interesting lives, dear readers. If you spend your days doing cool stuff, drop us a line at iDoCoolStuff at Cracked dot com, and maybe we can share your story with the entire internet.

Follow us on Facebook. And we'll follow you everywhere.

To turn on reply notifications, click here

136 Comments

Load Comments

More Articles

6 Totally Weird Marvel Movie Scenes You Forgot Existed

After more than 20 films, our brains understandably have glossed over certain moments.

78

5 Baffling Ways Hollywood Sucks At Depicting Normal Life

Sometimes it seems like people in Hollywood have never experienced even basic reality.

146

5 WTF Times People Had No Clue How Women's Bodies Work

The people in charge have absolutely no idea what they're doing.

212

6 Over-Hyped Events That Turned Into Epic Garbage Fires

Here's a collection of events that promised attendees an unforgettable experience and ended up delivering ... exactly that.

95