Dark Hollywood: Yachting... what is it and who does it?
Kendall Jenner and Bella Hadid on a yacht in 2019 in Cannes. Photo: Backgrid
For many years, all I ever wanted to do on ESMG was explain what yachting was and how that plays a role in the lavish celebrity lifestyle that our dear starlights lead.
By definition, yachting is the use of recreational boats and ships called yachts for racing or cruising. But we all know that in Hollywood, yachting means something else entirely.
Yachting in Dark Hollywood is when a celebrity, oftentimes a female entertainer, goes on these lavish yachts that are provided by billionaires, industry executives, and so on, and basically sleep around for a huge sum of money.
I’m talking six figures per night.
Obviously, these trips are funded by big names, political figures, and basically people that aren’t well known to commoners. There have been many rumors that the crown prince of Saudia Arabia has funded lots of these trips even to Instagram models. Also, he just bought a $400 million yacht so it’s hard to believe that he’s leading anything holy on there.
There was once a whole story circling around a sex ring on Instagram, but that was quickly shut down.
To the outside eye, if they were in the mood to be photographed, it just looks like a lavish yacht trip, but to insiders, they see it for what it truly is—a form of work.
Almost every celebrity has partaken in the act of yachting.
Side note: just because a celebrity is on a yacht, doesn’t mean they are yachting by the definition of Dark Hollywood. Another side note; just because I am using photos of celebrities on yachts, doesn’t mean that what I’m talking about in this post is happening during that particular event… unless stated explicitly.
I haven’t really heard of men doing it… usually it’s the women who are paid for how she services the man in power, on the yacht.
Just because I’m saying it’s mainly female entertainers, doesn’t mean that men don’t sleep around too. However, I am talking in my specific definition of yachting to avoid confusion.
There are many male celebrities who are closeted that are flown overseas to sleep with other powerful men. That’s usually done for pleasure and not for furthering connections like I’m focusing on in this post. It’s a wide criteria so you guys can fill in the dots as you please.
By the way, all the sexual work doesn’t just take place on a yacht, but that’s the general term because that’s where it originally started. Sometimes you can just MEET a person there.
In the Industry Plants & Grooming post, I mentioned Jeffery Epstein and his private sex trafficking island. If you look into it, Jeffery also had some yachts under his belt, most famously, the Dancing Hare which was worth $15 million.
The way I’m releasing this Dark Hollywood series is to tell a story… as you guys are starting to see, everything works together.
The industry plants that are groomed were also often yachters.
Going back to who yachts, the most famous categories are young models and actresses.
There are so so many people who I have heard of partaking in the activity, but to get specific for my blog and this audience, I used to hear lots of stories about Ariana Grande, Hailey Baldwin, Selena Gomez, and Bella Hadid.
I’m not really sure if Miley Cyrus and Demi Lovato were heavily involved or if it happened a few times, but I can’t recall a specific story when it comes to them.
They were involved in more Dark stuff under the Disney enterprise which I’ve exposed here.
As for the Jenners, in my professional opinion, I’m pretty sure they did especially during Kylie’s misfits era, but it was usually because they wanted and not often because they needed to.
If you guys remember, my source did one time say that one requirement of being in the Misfits group was “sleeping around.” However, I think that was childish play in comparison to what we’re talking about in this post.
Many years ago, I heard a story from a source that Ariana reportedly canceled some career gig to go on a yacht because that would have paid more than what the career gig would have given her.
In the earlier years when Hailey was known as Baldwin, she was also reportedly on many of these lavish yachting trips. Bella Hadid is a big name in the yachting world whenever sources tell me about it.
Now Selena Gomez… also a very big name in the yachting world, but let’s talk about one specific trip.
Remember that big New Year’s trip Selena took with a bunch of girlies and went to Dubai? It was in 2014 and Selena, Kendall Jenner, Gigi Hadid, Shay Mitchell, Josephine Skriver, and Devon Windsor; all went to Dubai.
Word on the street back in the day was that it was a huge yachting trip with an even bigger price tag.
I know we all love to say that Selena went to Dubai because she was manipulated by Kendall Jenner so that Hailey can take Justin Bieber away from Selena so they can spend New Year’s together.
If we're gonna talk about Dubai and Kendall, Gigi, and Selena, I don't think you want me to bring up the real reason they were all there - yatching. All sleeping with powerful and rich men for tens of thousands of dollars.
— A. (@ExposingSMG) July 9, 2019
Now you know what yatching means. pic.twitter.com/7ujDgK9bW1
But Kendall and Hailey didn’t orchestrate a 14-girl trip to Dubai so that Hailey can kiss Justin when the clock strikes 12. Nobody has the brain capacity for all of that.
December 2014.
I did post during that time that it was a bonus that Selena was out of the country so she can stop fcking around with Justin and there can be some peace around the land because, at the time, Selena was on a shading and hating parade 24/7.
Post from January 2015:
The trip was happening regardless, it was just of benefit to all parties who wanted Selena to get whisked away so she can leave Justin alone.
Also, Justin and Selena weren’t seeing each other at the time and they had stopped all contact like 3 months beforehand.
Back to regular programming and away from the shackles of Jelena—yes, the trip was reportedly some huge yachting trip. At the time, Gigi and Cody Simpson were dating so some may wonder “but how can that happen if Cody was there?”
Listen… idk, idk if Cody was paid either or what his deal was, but all I know was that Selena’s best gal friends were also there and nobody wasn’t paying big bucks to sleep with them when there were big name models and celebrities on the trip.
I don’t know what the arrangement was, but to my knowledge, it was a trip reportedly funded by powerful executives in Dubai who flew them out and showed the girls a good time.
A lot of the time you’ll see big name people bring D-list names. For example, idk who’s yacht Chantel Jeffries was on in 2019, but I know for a fact that her DJ gig surely couldn’t pay for it.
Why participate in yachting?
The way celebrities look at it is… I’m gonna sleep with someone regardless, might as well do it for a big check and to further my connections.
A big reason why the girls even go on yachting trips is to further connections.
I’m gonna use Selena as an example because I’ve literally seen her mold into what she wanted to become—an icon if you will—but back in the early 2013 and 2014 days, Selena was none other than Justin’s ex who starred on Disney Channel and didn’t know how to sing.
That was her reputation. The media called her Justin’s ex, they referred to her as the Disney starlight who wasn’t Miley or Demi, and nothing else made her stand apart than those few qualities.
But what makes Selena a fcking pioneer now if I say so myself, she hustled and did the dirty work to get where she is now.
There were only so many connections she can get through Justin, but no one really respected her through him because she was seen as his ex, so she did what she had to do to make the correct connections.
And she ain’t above sleeping around, I’ll tell you that.
Fame and success came organically to the likes of Ariana Grande who captivated everyone with her singing voice so she didn’t need to resort to doing something a lot in order to get what she wanted.
If you look at Selena now, she has all these incredible connections. Managers, producers, directors, executives, and so on. She has rebranded herself in a very crafty way and now seems to yacht whenever she feels like it and often in Italy with Andrea Iervolino.
Backgrid
And one of my sources believes that she met Andrea (who is an Italian producer) through her yachting trips.
Let’s talk about Hailey a little bit more.
Hailey was always someone who did something because her friends did it. Her friends being Bella Hadid, Kendall Jenner, and etc.. so I’ve definitely heard of stories of her yachting, but none during her marriage to Justin.
Hailey with Kendall on a yacht in 2015
Also, Justin helped Hailey a lot with money during their years as an on/off fling. I remember reading something like Hailey stole Justin’s credit card and went shopping on a blind site… but that’s false… big time. Whenever Hailey needed financial help, Justin was there. She didn’t have to steal anything nor would he marry someone who would steal his credit cards.
Also, something that you guys have to understand is that the celebrity lifestyle these people want to lead can’t be funded by their work alone. The money from streaming, tv shows, brand collaborations, partnerships, social media, and so on, can only fund so much.
Why do you think that’s something I’ve talked about often in regard to The Hadids? The lifestyle they want to lead can’t just be funded through their modeling gigs. It’s not enough.
Especially back in the earlier days for them. Nowadays, they are bigger names in the modeling industry, but it’s not like they’re Kendall Jenner who’s the highest-paid model and has her family businesses to fall back on.
We’ve talked about the topic of money in regards to Zayn Malik and Gigi’s relationship here.
Why do you think Yolanda Hadid is always in Bella and Gigi’s life disapproving (or approving) of the men they choose based on their finances?
Like Bella girl… who is this man
It’s what she did!
It’s hard to break out in the modeling industry and a lot of fashion opportunities present themselves this way… especially if you’re on a yacht in Cannes.
Meghan Markle was reportedly a big name in the yachting world as well to the point where there are topless photos of her on a yacht. I’ve personally seen the photos, but obviously, I’m not going to publish them.
There’s a huge theory that she was a well known yacht girl for Jeffery Epstein too… it gets dark. Supposedly, she met Prince Andrew through Jeffery and it proposes the question… does Prince Harry or the royal family know anything about this? Like talk about a full circle.
Anyway, you don’t get connections like that through pure luck in the industry. You have to work for the connections.
So the bottom line as to WHY celebrities yacht can be summed down in 2 words: money & connections.
It’s a short-term gig for a long-term future… if you are smart.
And it’s also a way for everyone to meet… kinda like an illegal Tinder…
Sources tell me all the time “all celebrities yacht” so if you are wondering if your fave has done it, the answer is probably.
Now of course there are exceptions, I just can’t list them off the top of my head.
So that sums up this Dark Hollywood post. Let me know what you guys think down in the comments below! Are you shocked or surprised by any of this information? Do you have any other questions? Do you have any yachting stories of your own that you’ve heard of? Let me know!
Make sure to stay tuned for the rest of our October special ;)
