From Reality Kid To Billionaire, Kylie Jenner’s Crazy, Rich Life

Kylie Jenner is the youngest of the Kardashian/Jenner clan, but is richer than all of them. Recently named as the youngest self-made billionaire by Forbes at just 21-years-old, there is nothing that is unavailable to Kylie Jenner.

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From flaunting her over-the-top rich lifestyle on Instagram and her reality show to becoming a mom and building a makeup empire, there is nothing that Kylie hasn’t achieved. Despite her rapid rise to the top, it hasn’t all been happiness and money for the personality. With fame and wealth comes a lot of drama and problems too, and Kylie has truly had her fair share.

The life of Kylie

Kylie first appeared in reality TV on Keeping Up With The Kardashians at the age of 9. Fast forward 10-years later, the lip kit mogul got her own reality show, showing a different side to the then-teenager.


Appropriately named Life Of Kylie, she delved deeper into her relationships, breakups, the trials and tribulations of fame, her anxiety, along with a glimpse into her very rich lifestyle. From expensive car deliveries to flying on private jets and buying up new real estate, it was evident that Jenner lived a very unattainable lifestyle.

Kylie Cosmetics

There is no denying that the current age of social media played a significant role in making Kylie a makeup businesswoman. Boasting a huge Instagram following, Jenner started posting her makeup looks on the photo -haring app which garnered plenty of attention.


Kylie Cosmetics was then born, starting out with lip-kits selling out in a matter of minutes and then all kinds of makeup. In 2018, her revenue jumped by 9% reaching a total of $360 million in sales, giving Jenner a net worth of $900 million.

Dealing with Dad

Kylie’s father, Caitlyn Jenner, was known as the male athlete, Bruce Jenner for the vast majority of her life. After her parents divorced, Bruce decided to transition in Caitlyn, having to tell his 10 children about it. Despite Kylie being the youngest, she was incredibly receptive, proud and respectful to her father.

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She admitted she first met Caitlyn on FaceTime after being given drugs from a dentist appointment. Of course, the transition was very hard for Kylie to cope with and her siblings were concerned she had shut off. Jenner later admitted she found common ground with the newly born Caitlyn through makeup.

Sister support

Being one of five sisters, Kylie developed an incredibly close bond with each and every one of her sisters. Growing up, they were her second mother and practically raised her, but in later life she found herself gravitating towards each one for different reasons.


She admitted that Kim gives her fashion advice, Khloe gives family and relationship advice, Kourtney is the mature and mothering one who is big on health and Kendall is the closest to her. She stressed that she was so grateful for being surrounded by so many incredible and powerful women.

Rapper’s delight

Kylie Jenner hit the headlines at 17-year-old when it was reported that she was dating rapper Tyga. While the relationship wasn’t confirmed until she was 18, it was even more problematic due to the fact that Tyga’s ex, Blac Chyna was dating Kylie’s brother Robert and pregnant with his child.


After Kylie and Tyga broke up, Jenner quickly moved on to Travis Scott, a whirlwind romance that ended up with Kylie falling pregnant just a few months into the relationship.

Queen of cars

Being a billionaire, there is pretty much nothing that Kylie can’t afford. She has a bunch of houses, takes luxury vacations and has a designer closet most people could only ever dream of.


Kylie’s fleet of cars includes a teal-colored Ferrari 548 Italian Spider, a yellow Ferrari 488 Spider, and a black LaFerrari Aperta that is said to be worth $1.4 million. She also boasts a Bentley SUV, Mercedes G-wagon, a Range Rover, a vintage Rolls Royce, a Rolls Royce Wraith, and a Rolls Royce Phantom.

Baby fever

On Kylie’s reality show, she explained how her true success in life would hopefully be one day when she could have a family of her own. In 2017, it was reported that Kylie was pregnant with her first child with Scott. Kylie never confirmed the rumors and removed herself from the public eye.


In February 2018, Kylie gave birth to her daughter, Stormi Webster and told the world through a Youtube video documenting her pregnancy titled “To Our Daughter”. At 20-years-old, Kylie became a mom.

Million-dollar mansions

Even before Kylie became a lip kit mogul, she was working from a young age on reality shows and endorsement deals. When she was just 17 years old, she purchased her first Calabasas home for $2.6 million.


After two years, she sold the house, making a $500,000 profit and bought three homes in the Hidden Hills area. Being a young millionaire, Kylie asked her friends to move into the house, so Anastasia Karanikolaou and Jordyn Woods moved in with their bestie.

A massive betrayal

Jordyn Woods was known to be Kylie’s right-hand woman. They did everything together and were truly the best of friends. Jordyn Woods continues to live in Kylie’s guest house after Kylie had started a family, but everything changed when Woods bit the hand that fed her by allegedly hooking up with Khloe Kardashian’s baby daddy, Tristan Thompson.

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The Kardashians and Jenners closed ranks and protected their own. Kylie was absolutely devastated and shell shocked that she would be betrayed by Jordyn, of all people.

Trying to trademark

Owning such a lucrative business, it was only natural that Kylie would try to trademark her business names. However, she ran into some serious trouble when China’s governing body for trademarks had denied three applications filed by Jenner’s company.


The application to trademark “Kylie Skin” was denied because another company had already applied for the term “Kylie” in 2017. They eventually had to abandon the idea and move forward with the name “Kylie Cosmetics”. Turns out you can’t have everything!

The business of Instagram

Kylie had admitted the power and prevalence of social media in her businesses and rise to mass fame. But the starlet’s sheer influence on Instagram can be seen through her stunning revenue per post.


It was reported that Kylie can charge up to $1.2 million per Instagram post and for just one story post, around $250,000. As far as the money goes, Kylie is by far the highest-paid celebrity on Instagram and that is thanks to her 143 million followers

Pampered pooches

Before her daughter Stormi came along, Kylie’s children were her dogs. She is obsessed with the Italian Greyhound breed and got her first dog, Norman, in 2014 followed by her second dog Bambi.


The pooches ended up breeding and adding more Italian Greyhounds into the mix. Last year, Kylie revealed she had built her dogs their own mini mansion with air conditioning, eating and sleeping areas and a play area. Oh, what a life to be a billionaire’s pet!

Model Kylie

While Kendall Jenner is known for being the supermodel in the family, Kylie’s name an influence led her to collaborate with some of the biggest designers in the world. She has partnered with designers including Balmain, Chanel, Versace, Louis Vuitton, and Gucci even having custom dresses made for her by Versace for the Met Gala.


Those clothes that you just saw on the runway, Kylie already has it. Jenner gives her fans a glimpse into her very exclusive lifestyle through her Instagram stories and Snapchat.

The glam squad

What is the life of a young billionaire and make up mogul without her glam squad to make her look perfect at all times? Her makeup artist Ariel is one of Kylie’s closest friends and happens to be one of the best in the business.


Her hairstylist Tokyo Styles is the one responsible for creating Kylie’s incredible wigs and styling her hair for all events. However, the person that keeps it all together is Kylie’s executive assistant, Victoria Villarroel. After working for Jenner Communications first, Victoria became Kylie’s personal assistant and confidant.

It pays to be Kylie’s friend

Kylie’s influence has extended to everyone in her life. Many of her previously unknown friends became Instagram models and were given opportunities in show business and modeling, just because of their best friend.


With so much money, Kylie loves to shower her friends with gifts. She bought Jordyn Woods a Mercedes and a diamond Cartier love bracelet, makeup artist Ariel a diamond ring and jetted a bunch of her friends to exotic locations for their birthdays.

Rebelling with tattoos

Despite growing up in Los Angeles, Kylie never went down the partying path and wasn’t seen gracing the nightclubs in Hollywood. Her old soul made her a homebody from a young age and instead decided to express her youth by getting inked.


Looking at the young billionaire, you wouldn’t notice them, but she has six tattoos on her body, all with different meanings, one is dedicated to her grandmother, some are for friendship, and others were tributes to ex-boyfriends.

Being bullied

Growing up in the public eye, everyone has an opinion on everything you do. For a long time, Kylie went to regular school with Kendall, until their working schedules got too much and they had to be homeschooled.


Becoming famous at nine-years-old, Kylie dealt with plenty of scrutiny and told Ellen Degeneres, “I have been bullied my whole life, whether it was by my peers, or comments on Instagram and Twitter, whatever. And I never talked about my story. I realize that I’ve kind of accepted it, and that comes with the territory.”

Her leg scar

Kylie is known for looking perfect and dressed to the nines at all times, but even the young billionaire realizes that imperfections are beautiful. Kylie has a large scar on her leg that she got at a young age when a game of hide and seek got intense.


She was cut by a sharp pole while trying to escape and the wound scarred over. Despite being a makeup mogul, she has never tried to cover it up and even posted an Instagram with the caption “I love my scar.”

She wasn’t supposed to be famous

Kylie Jenner is without a doubt one of the most recognizable celebrities around the world, commanding an Instagram following of 144 million, appearing on multiple TV shows and magazines.


However, she admitted that she doesn’t believe she was supposed to be famous and wasn’t cut out for fame. She confided in her sisters Kim and Kourtney that she felt this “deep down inside” and she feels she was meant to have a normal life before being thrown into all of this.

She has some crazy fans

While the majority of Kylie’s fans are supportive and caring, there are some that take their obsession with the makeup mogul to new levels. In 2010, Kylie was staying in a hotel and some fans gathered outside hoping to get a glimpse of her.

One of the fans ended up getting into the hotel, found Kylie and started chasing her around the hotel. Jenner couldn’t make it back to her room in time so had to hide in a backroom before calling security to come and get her.

She’s a tomboy

Despite having a passion for makeup, a dreamy closet and the best glam squad in the business, it turns out that Kylie is actually a self-confessed tomboy. She admitted that she loved to get down and dirty outside, driving ATVs, heli-skiing and going to the track to race cars.

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Kylie explained that this was the Jenner side of her and her dad would take her and Kendall to take part in all different activities since they were kids.

She doesn’t remember not being famous

Kylie started filming Keeping Up With The Kardashians when she was just nine years old. Growing up in front of cameras around the house gave Jenner a very different childhood. She said: “I don’t know what it’s like to not have everyone know who I am.


I don’t know what it’s like to live a normal life, where people don’t know who you are, to get out of a car and not have everyone stare at you.” Kylie has often expressed her anxiety with the paparazzi.

Kylie’s changing appearance

It is quite obvious that over the years, Kylie has had some cosmetic enhancements to give her the flawless look she has today. For a long time, Kylie refused to comment on rumors she had filled her lips, angering fans that she wasn’t truthful, but eventually gave in after her sisters told her to be honest.

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Other than that, Kylie has denied she has had any other facial work done and her changing image is just due to puberty.

Kylie’s struggle with anxiety

On Kylie’s Instagram, she portrays a very wealthy and idealistic lifestyle, showing only the good and great. However, she recently exposed what her true life is like and how not everything you see is real.


She wrote: “I’ve struggled with anxiety my whole young adult life and after my baby, I dealt with all the internal ups and downs.” Going even deeper, she added, “My life is not perfect and what you see here on social media is just the surface.”

She doesn’t watch TV

Being the youngest self-made billionaire, having a baby and a very large family, it is not surprising that Kylie rarely ever watches TV, and when she does, she has never been able to finish a TV series.

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She explained that the last series she started was The People vs OJ on Netflix, a story which directly affected her life, but said that she will never be able to finish it. Let’s hope she finished the series in her own reality show!

Everything is planned

Social media, and stories in particular, are supposed to give followers a real-time glimpse into your life, no editing, no enhancing. But this isn’t the case for Kylie.


Despite being the most followed person on Snapchat, she admitted that her stories are always pre-planned, explaining “My snapchats are very strategic; I always look through my story to make sure it makes sense. I like showing people behind the scenes of my life…” Being in the spotlight, it is understandable that she has to hold back on the contents of her posts.

The secret to her famous lips

After inventing the Kylie Lip Kits, you would think that Jenner walks around with different colors in her purse all the time. However, the young billionaire gave away the secret to her lips, saying “I have a bunch of lip liners, everyone thinks I use one color but I have a thousand lip liners.


I always have ChapStick.” So as much as fans buy into her lip kits, hoping for the same outcome as the lip queen, this is the true secret to her famous asset.

Post-baby insecurities

Kylie has always said that her slim physique is genetic and comes from her father’s athletic side. While she admitted she doesn’t have the exact same model figure as sister, Kendall, she usually ate whatever junk she wanted and didn’t gain weight.


However, after giving birth, Kylie admitted her whole body changed and she had felt increasingly insecure about the weight changes she was going through. Eventually, she changed her diet and explained that this was the main catalyst in getting back to where she was before.

Kylie the actress?

Where do you go from being a 22-year-old billionaire? The reality star and business leader is already setting her eyes on her next big adventure: acting! Kylie Jenner has admitted that she loves acting and would consider it as a career in the future.

When you’re 22 years old and already achieved so much, why not try something else. Can you imagine Kylie appearing in a superhero film or an indie romance? We would love to see what kind of performances she would give.

She’s also an author

Not many people are aware of ‘Rebels: City of Indra’. The science fiction novel was co-written by Kylie and her sister, Kendall. Together, the wrote a piece of literature that explores different worlds that adventures that follow.

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It’s pretty amazing this didn’t get more attention when it was published in 2014. Sadly, it didn’t get strong reviews when it came out and there won’t be a sequel any time soon. It’s ok, Kylie – you can’t be perfect at everything!

Time to prepare

Jenner has admitted that she only wears makeup unless she absolutely has to – a strange admission from a makeup mogul! Speaking to a journalist in an interview, she elaborated by saying the following:

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“I never really wear makeup, unless I need to, because when I do my makeup I really like to do my makeup. So I’m never just going to spend 20 minutes, you know? A good night is, like, two and a half hours of full makeup, curling hair, whatever.”

Favorite emojis

What with all the social media instinct Kylie has, there’s no reason why she shouldn’t have a favorite emoji. While many of us enjoy the thumb’s up icon or even the crying smile, it turns out this tech star likes something a little different.

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Kylie has gone on record to state definitively that her favorite emoji is… the Party Horn! We can tell what kind of person she is for enjoying such a fun and positive symbol. Do you use it and are you surprised to hear she does

Interesting food habits

When you’re in the public eye as much as Kylie, you’re bound to develop some strange or peculiar lifestyle habits. One of those can be eating – but don’t worry, Kylie hasn’t developed any strange eating disorders!

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In fact, there’s something a little stranger about Kylie. She admits that even though she loves chocolate, she can’t stand chocolate cake! We’ve heard this with strawberry and strawberry ice cream, but never about chocolate! There’s one other thing that Kylie doesn’t like, also…

Public speaking

Even if you’re a billionaire, there are some things you can’t buy. One of those is the skills and instinct to speak publicly! It might look like Kylie is calm and collected on her social media stories, but even those are rehearsed.

In fact, one time Kylie was so nervous when public speaking that she started talking gibberish. When she was making a school presentation, she said: “My favorite food is soccer and basketball.” Maybe it’s better to stick to recorded posts!

She’s probably read your comments…

Even though each Instagram post garners millions of likes and thousands of comments, you can bet that Kylie has read them all. She admits that while it might not be healthy or constructive to her mental health, she wants to know how many people are talking about her and what they’re saying.

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Of course, not everything on the internet is positive. She’s been known to actually delete posts that attract too many negative comments. So, if you leave a comment on her Instagram posts, be sure to be kind!

If she wasn’t famous…

Kylie has already stated how she can’t remember a life without fame. That said, she has also said how she doesn’t always feel she was destined for fame and millions of fans around the world. So, what would she do if she got a normal job?

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Apparently, she was want to be a makeup artist. Talking to journalists, she said: “I love doing my friends’ makeup.” It’s nice to know that she wouldn’t stray far from her current interests.

Maybe buy some horseriding lessons?

The youngest Jenner might have had success early in life with her reality TV show appearances and her business ventures, but there’s one area that her sister, Kendall, still suffers in – horseriding!


That’s right: Kendall Jenner once fell off a horse FIVE times in a row. She and the rest of the Kardashian/Jenner clan love to go horseback riding – but Kylie might need to teach her a thing or two. Speaking to Seventeen, she admitted that it wasn’t one of her better skills.

Trading Places

We all like to play the game of who we could be if we could swap places with anyone for a day. Whether living or dead, it’s nice to daydream about what we would do in a new body.

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Well, it turns out that Kylie has also played that game! According to Seventeen, Kylie has admitted that she would love to swap places with singer Nicki Minaj for the day. Maybe she would like the experience of singing on a big stage without the stage fright?

A yacht for the billionaire

Kylie Jenner just turned 22-years-old, and what better way to celebrate than chartering one of the biggest yachts in the world to cruise around the Italian coast. The 300-foot superyacht costs $1.2 million-per-week to charter, has 10 cabins, a pool, gym, spa and all the watersports you could dream of.

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With a massive crew ready to cater to your every need, it is really fit for a billionaire. Kylie celebrated in style with her boyfriend Travis Scott, daughter Stormi, her closest friends, Kris Jenner, Scott Disick and his girlfriend Sofia Richie.

Read more: the richest self-made women

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