Kylie Jenner has built a billion-dollar business with her Kylie Cosmetics brand, and Forbes recently named her the youngest self-made billionaire, for the SECOND year in a row. However, despite all the fame and money she has amassed over the years, the reality star's circle of friends has mostly remained the same.
While she often hangs out with celebrities, fans have noticed how the 22-year-old prefers sticking to her longtime pals, such as Bella Hadid and Jaden Smith, that she has known since her early teen years.
While Kylie has a busy schedule to keep up with, she always finds time for her friends. Last summer, she flew her closest girl pals out to Turks and Caicos to help celebrate the launch of Kylie Skin - even Sofia Richie was on the trip. So, who exactly does Kylie consider a friend? Some of these names might surprise you. Here's the lowdown.
13 Jaden Smith
Jaden Smith and Kylie have been friends for as long as fans can remember. They grew up in the same neighborhood in Calabasas, with Will Smith and Jada Pinkett-Smith living just minutes away from the Kardashian compound. It was Jaden who would go on to introduce the reality star to her former best friend, Jordyn Woods.
12 Bella Hadid
Thanks to her sister, Kendall Jenner, Kylie has also formed a close relationship with Bella Hadid, who is often seen on the socialite’s social media page. While the model is often out of the country doing modeling jobs, when she does find the time to relax and chill with friends, Kylie is certainly one of the pals she calls up and wants to hang out with.
11 Sofia Richie
Sofia is another long-time friend of Kylie Jenner's. As previously mentioned, Kylie invited her pal on a trip to Turks and Caicos while launching Kylie Skin last year. Long before aspiring model, Sofia, started dating Kourtney Kardashian’s ex-boyfriend, Scott Disick, Sofia was just another rich teen who happened to form a friendship with Jenner.
Kylie's older siblings, Kim, Kourtney, and Khloe, all share a close bond with Sofia's older sis, Nicole Richie. In other words, everyone pretty much knows everybody else in Hollywood.
10 Anastasia Karanikolaou
With a staggering 7.8 million followers on Instagram, it’s fair to say that Kylie’s best friend, Anastasia Karanikolaou, is a celebrity in her own right. Aside from having released her clothing collection with PrettyLittleThing, she’s also helmed campaigns for Khloe’s companies, Good American and Misguided.
She’s been close with Kylie since their teenage years, and ever since Jenner's 22-year-old's friendship with Jordyn ended, fans have definitely seen more of Anastasia on Kylie’s social media platforms.
9 Drake
Drake has been a family friend of the Kar-Jenners for years. He’s so close with the famous bunch that he’s even attended their annual Christmas party in the past. The Canadian superstar lives in the same neighborhood as Kylie and shares mutual pals with the cosmetics entrepreneur, so their friendship makes total sense.
8 Justine Skye
Justine Skye is the R&B singer that Kylie once fell out with, over claims that the ‘Keeping Up with the Kardashians’ star had stolen her ex-boyfriend, Travis Scott. Kylie would later welcome a baby with Travis, after meeting him at Coachella in 2017. Justine was certainly upset and she addressed the matter in a radio interview on 'The Breakfast Club', but the 24-year-old is still said to be friends with Kylie.
7 Pia Mia
Fans haven’t seen much of Kylie and Pia Mia as of late, but they’re still close pals - they just don’t spend as much time with one another as they used to. Pia is a singer-songwriter from Guam who blew up on the charts when she released her summer anthem, ‘Do It Again’, featuring Kylie’s then-boyfriend, Tyga, alongside Chris Brown. The single dropped in 2015.
6 Draya Michele
While this might come as a surprise, Kylie has been friends with Draya Michele for quite some time. Draya is best known for starring in ‘Basketball Wives LA,’ and if fans have seen the show, they already know that this mother-of-two is a firecracker.
Over the summer of 2019, Jenner invited Draya on a girls’ trip where they celebrated the launch of Kylie Skin - and since she only invited her closest friends, it would signify that she’s pretty tight with the reality TV personality.
5 Hailey Baldwin
Kylie formed a friendship with Hailey through Kendall, just as she did with Kendall's friend, Bella Hadid. Hailey is now close to the Kylie Cosmetics founder. In the past, photographers have spotted the pair having brunch together in L.A. - they also attend the same industry events, so Hailey and Kylie are constantly running into each other.
4 Justin Bieber
The Kardashians have supported Justin’s career since the beginning, and given him shoutouts during his earlier years in the music industry. To explain how long they’ve been friends, Kylie, alongside Kendall, showed their support for Bieber’s movie, ‘Never Say Never’, back in 2011. They were also guests at his wedding.
