Celebrities That Are Obsessed With Other Celebrities

6 min read

Being a celebrity gives you a different worldview, to be sure. You tend to think you are part of a different, higher species. Why do you think Michael Douglas made all those movies in the 1990s about unhinged women who were obsessed with Michael Douglas? But while excessive fandom occasionally bubbles up in the general public, you typically don’t expect celebrity-crazed fanatics to be celebrities. But then again…

Michael Jackson Dated Caroline Kennedy To Meet Her Mom After Becoming Fixated On A Nude Photo

Michael Jackson

Michael Jackson was certainly a fan of a lot of weirdness, from his Peter Pan preoccupation to how he vehemently believed he should play Jar-Jar Binks to his love of Charlie Chaplin.  Of course, few people with amusement park rides on their property aren’t super-eccentric. But one story is particularly off-putting. For those who weren’t reading tabloids in the late ’70s, Jackson briefly dated JFK’s daughter Caroline Kennedy – not because he was genuinely interested in cultivating a relationship with her, but because he was hoping to score an introduction to her mom. It seems that Jackson became obsessed with former first lady Jackie Onassis after being given a nude paparazzi photo of her as a gift. He told his sister, “I just can’t stop looking at it. I must meet her.” While maybe a 13-year-old boy who found a Playboy in the woods and decided to run away from home to live at the Playboy Mansion can sympathize with his conclusion, things got decidedly weirder.

Jackson befriended Caroline and began calling her incessantly, “hoping that maybe Jackie would answer.” Caroline eventually agreed to go out with him, which didn’t exactly go well. At the end of the date, Caroline shot down Michael’s advances because she claimed her mother would kill her for kissing a black boy, sending him home in tears.

Michael eventually did meet Jackie. It came about not through some sort of wacky scheme, but because she edited his memoir. She also refuted her daughter’s claims that she was a racist, meaning that she probably made that up to avoid making out with the weirdo who was fixated on her naked mom.

Jim Carrey “Joked” About Wanting To Have Sex With Emma Stone

Jim Carrey

Emma Stone is a charming, talented actress, one you’d expect fellow thespians to heap praise upon. But not like this. In 2011, star of The Mask and guy who posts images of random children online without permission in order to support his girlfriend’s spurious scientific claims, Jim Carrey made a video about how much he likes Emma Stone. As in like likes. Restraining order likes.

He talks about she’s “all the way beautiful” and he wants to have sex with her – all filmed in an uncomfortably tight close-up with a shaky camera. Kind of like if The Blair Witch Project opted to explore the horror of a middle-aged man yearning to screw girls 30 years younger than him.

Since Carrey peppered in references to how old he is, the whole thing was probably a joke – you know, like the kind of hilarious jokes older men make to waitresses after three or four gin and tonics. The whole thing also seemed to be in the service of promoting Carrey’s streaming video website, which presumably consisted of more cringeworthy mid-life crisis confessions and clips from Mr. Popper’s Penguins.

Adding to fuel to the already raging fire of creepiness, Stone herself didn’t know what the hell all this was about, posting “Should I be flattered or seek an order of protection?” on her YouTube account. Maybe Carrey was right in the ’90s when demanding that somebody stop him.

Bob Dylan Started His Career By Stalking Woody Guthrie

Bob Dylan

Bob Dylan is a legend. He changed the course of rock and roll, recently won the Nobel Prize for Literature, and even landed a sweet role on Dharma & Greg, presumably because he tanked his King Of Queens audition.

But there was a time when Dylan was nothing but some scruffy young kid on the road to greatness. So how did he launch his career? By stalking his idol, folk legend Woody Guthrie. According to the Dylan biography Down The Highway, when Dylan first came to New York, he headed straight to Guthrie’s home. Unfortunately, Guthrie was already living in a health facility, and his wife wasn’t home, but Dylan did manage to terrify two small children a 16-year-old babysitter.

After knocking on the door and being turned away several times, Dylan finally dropped the bomb that he had “no place to stay” – so he was looking to meet his musical hero and find a place to crash for the night. Dylan’s memoir tells a slightly different version, insisting that he’d already befriended Guthrie in the hospital and was disturbing his family in the hopes of finding some of his unused song lyrics.

Even after he became the Dylan we all know and love, he’s had a weird relationship with celebrity fandom. He once randomly popped by Neil Young’s childhood home for a tour, to the complete surprise of the Winnipeg family who lives there now. And in recent albums, he’s randomly dropped references to Leonardo DiCaprio in Titanic and mentioned crying at the thought of Alicia Keys’ childhood, despite the fact that he’s never met her – probably because Dylan’s musical inspirations these days are limited to what happens to be on cable that day.

Terence Stamp Only Took His Star Wars Role Because He Lusted After 17-Year-Old Natalie Portman

Terence Stamp

It’s hard to pinpoint exactly why great actors agreed to be part of the Star Wars prequels, whether it be fame, money, or some desire to hang out with costumed weirdos in an endless blue abyss.

For legendary British actor Terence Stamp, there was only one reason he came on board: Natalie Portman. According to Stamp, he agreed to do The Phantom Menace because of pressure from his agent, but mainly because he “had a terrible crush on Natalie Portman” – “terrible” being a pretty good word, because Stamp was around 60, and Portman hadn’t turned 18 yet. He was also a big fan of Leon: The Professional, which is itself a not-quite-kosher story of an old man befriending a minor.

After traveling “halfway around the world” to meet her, Stamp showed up for his scenes with Portman and found her missing. According to Stamp: “I said, ‘Where’s Natalie?’ And George says, ‘That’s Natalie,’ and points to a bit of paper on the wall.” And perhaps after a moment of thinking that George Lucas had Beauty And The Beast-ed his cast into sentient everyday objects, Stamp realized that he was going to blue screen the whole movie.

So yeah, The Phantom Menace’s candy-colored sirocco of CG crap might’ve ruined your childhood, but at least it spared Portman several hours of hanging out with the unabashedly creeping “President of the Universe” (which, is how Stamp summed up that random dude he played).

Donald Trump Creeped On Princess Diana, Even After She Died

Donald Trump

You didn’t really think we were going to pass on Orange Julius Caesar, did you?

Here’s the story of one man who wanted to date a princess. According to TV personality Selina Scott, soon after Princess Diana’s divorce from Charles, Prince of Wales and heir to the disappointingly non-iron throne, she was “bombarded” with “massive bouquets of flowers.” The sender? None other than future U.S. president Donald J. “Easy D” Trump.

Allegedly, it began “to feel as if Trump was stalking her” because he gave Diana “the creeps.” Of course, Trump disputes all this. But it would be a lot easier to give Trump the benefit of the doubt if it wasn’t for the fact that he kept talking about how much he wanted to get with Princess Diana … after she died.

Mere weeks after Diana’s tragic death, NBC’s Stone Phillips asked Trump if he could have dated her, to which he replied, “I think so, yeah. I always have a shot.” Ugh.

Not letting the matter drop, months later, Trump said, “I only have one regret in the women department – that I never had the opportunity to court Lady Diana Spencer.” Which may be evidence that Trump purchases his women from some sort of department. And when asked by Howard Stern the same year Diana died if he “could’ve nailed her,” Trump responded: “I think I could have.”

This wasn’t Trump’s only celebrity crush, either. According to Salma Hayek, he asked her out, and when she refused, an unflattering article showed up in the tabloids, which she suspects may have planted by Trump to use as leverage to get that date. Which is so messed up that it wouldn’t surprise us if this incident isn’t where the whole “wall” idea stemmed from.