Millionaire Playboys With the Most Insane Lifestyles!

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Who are some of the playboys out there with the most insane playboy lifestyles?! You guys know all about Dan Bilzerian, but do you guys know about the playboy ways of the new King of Thailand? Or what about Prince Jefri, brother to the Sultan of Brunei? Find out about how these guys live their life and spend their money in unimaginable ways in this video!

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In no particular order, here are a few of the most insane millionaire playboys!

8 – Jefri Bolkiah, The Prince of Brunei
Have you guys ever heard of Prince Jefri Bolkiah? No? Well, he’s the playboy brother of the Sultan of Brunei. Anytime your title is a Prince, you most likely have a ton of money, or at least have access to a ton of money. Prince Jefri isn’t an exception, and he looooved to spend that money. At one point, he was reportedly spending an estimated $50 million dollars a month. That’s……..just insane! So what are some of the things he’s doing to spend that much money a month? Well, let’s start off by mentioning he owned a collection of over 2,300 cars that was composed of Bentleys, Ferraris, and Rolls-Royces . That collection of cars make his collection of five boats and eight private jets seem small by comparison! But uh, let’s talk about his fleet of boats real quick. One of his yachts is named pits, with its tenders named Nipple 1 and Nipple 2. This guy sound insane to you guys yet? Another example of him blowing through money was him paying $17 million for Michael Jackson to perform for his 50th birthday. Oh wait, that’s not really THAAAT ridiculous right? But wait. In order to have Michael Jackson perform, he needs a stadium. So he had a stadium custom-built for Michael to perform at! At least he was nice enough to make the concert free for people in his country. We can go on and on with some of the more “typical” purchases rich people make, such as thousands of custom made Versace and Armani suits or the over 150 homes he owned in 12 different countries. But what takes the cake has to be the um…..custom statues he’s built of himself and his wives performing let’s just call it “morning cardio” that he put on display at one of his houses. Seriously, who does this?! However, Prince Jefri probably had to rein back the spending just a little after authorities discovered that Jefri had personally blown through $14.8 billion from a government oil investment fund he was overseeing. But if you’re asking us…..he’s probably still doing what he’s doing!

7 – Dan Bilzerian
If you’ve been on instagram for 5 minutes, you’ve probably seen Dan Bilzerian floating around. Dan is probably the most famous male Instagram celebrity who plays poker, shoots guns, and hangs out with a bunch of strippers! He’s been given the unofficial title as “Instagram’s Most Interesting Man.” If you hop on his account, you’ll see anything from him making big bets in casinos, or he may be boxing at the gym with Floyd Mayweather! His net worth is estimated at around $150 million dollars, but who knows what that figure actually is. Who even really knows how that money came to be because even though he claims to have made his money from poker, people that play poker in the nosebleed stakes like to call Bilzerian’s claim a bluff. However and wherever he got his money, we don’t care, because we do enjoy seeing his crazy antics on Instagram. He’s thrown an adult film actress off a roof, breaking her foot. He’s wakeboarded with his cat on his head. He’s biked from Vegas to LA just to try to win a prop bet against his friend Bill Perkins. Some people like to hate on his lifestyle and try to say that he pays for all his women, but you know what? We don’t care. Keep the crazy antics coming because at least they’re entertaining and do more than just show off money! Is there a more fitting “King of Instagram”?! Let us know in the comment section!


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  1. The worst thing about Bilzerian is his prickster beard……. SPARTA! I have no idea who this numpty is, mind you.
    James Stunt….. isn't that rhyming slang?

  2. All these billionaires or millionaires are no different from ordinary people. Once they die they will have the same coffin saame size where to be buried they do poop too which is same poop as ordinary people same with grey hair nails get dirty too they do spit saliva not gold but foul smelling saliva they have boogers to and easrwax etc. Etc. Etc. So whats the difference? They cant pay god to have a special room in heaven. We are all equal. I dont care about ur money i dont care who u are. I have enough and thats fine with Me.

  3. wait…,you guys put Jefri Bolkiah on the last place while he obviously spend the most money of them all…….14billion within a decade……50million a month……2200cars……thats something floyd or dan bilzerian could only dream of……..

  4. Large sums of money and the parisites it attracts. These men are treading on fragile ground especially when women are involved. I would have a lawyer with me at all times even in bed. Before she even walks up and utters a word Pat her down and have her sign the contract.

  5. Eh, this Prince Jefri, is a real turd, in fact some would say a like a borderline madman.
    Yo, what are you doing, man?! You could probably be helping like all of the dying babies in this world, or something, instead of buying 5000 cars and whatever other stupid shit you are doing, man. No fucking conscience, an shit. Wtf..


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