Kylie Jenner is becoming ‘incredibly detached’ from her inner circle, according to sources who claim that the reality star prefers to spend all her time with boyfriend Timothée Chalamet.
The 27-year-old beauty mogul and her actor boyfriend, 28, have kept their relationship under the radar after first being linked together back in April 2023.
During that time, insiders have revealed that Kylie has slowly started to pull back from her wider social circle and has turned into a ‘homebody’ – much like her famously reclusive older brother Rob Kardashian.
‘Kylie is turning into her brother Rob – she is choosing to be a homebody for the most part,’ a source exclusively revealed to DailyMail.com. ‘For Kylie, it is her family, her kids and then obviously she is all in on hanging out with Timothée.’
The mother-of-two is said to have lost all interest in trying to keep up appearances with industry pals as the insider continued: ‘Time for going out and doing the Hollywood friendship thing is long past her. She is 27 going on 70.
‘What suits her now is being out there when she needs to be, not because she wants to be. She is so busy with her relationship and being a mom and a businesswoman.’
The source added: ‘She doesn’t miss her times in the Hollywood shuffle and her desire to have friends outside her bubble isn’t anything she is interested in right now.’
A second source explained that only Kylie’s best friend Anastasia ‘Stassie’ Karanikolaou has remained in constant communication with the Kylie Cosmetics founder.
‘Kylie has become incredibly detached and pretty much only has one close girlfriend right now – Stassie,’ the source began. ‘She is her ride or die and the two of them confide in each other for everything.’
The insider explained that Stassie was the person whom Kylie trusted the most at this point in her life as they continued: ‘They’ve been friends since they were in middle school and grew up learning how to adapt to fame together.
‘Stassie knows that most people do not know who she is and she doesn’t care.’
Indeed, Kylie is said to love the fact that Stassie is the one friend who she can completely trust as the source said: ‘She is the only person that Kylie turns to and the only person that has had her back no matter what and not burned her.
‘Kylie has shut out all her other friends. She is with Timothée as much as possible but spends more time with Stassie than him even.’
Along with Stassie, Kylie is usually seen spending time with friends such as Yris Palmer, Victoria and Sofia Villarroel and Harry Hudson – as well as her famous siblings.
However, her inner circle has had many changes over the years thanks to shocking kissing scandals, mean girl accusations and unexpected feuds.
Earlier this month, Kylie appeared to highlight the changes in how she interacts with friends after she chose to ring in her 27th birthday with private celebrations in the Bahamas with boyfriend Timothée, Stassie and a select group.
Here’s DailyMail.com takes a look at the fluctuating friendships Kylie has had over the years.
Anastasia ‘Stassie’ Karanikolaou, 27: The reality star’s closest friend following rift with Jordyn Woods
Stassie is best known for being one of Kylie’s closest friends and the pair have known each other since they were pre-teens.
Recalling the start of their friendship in a July 2023 episode of The Kardashians, Kylie explained: ‘Anastasia and I have been friends since we were probably 12 or 13. She’s definitely my oldest friend. We grew up together, we’ve been through so much together. She’s like a sister.’
Stassie agreed with Kylie as she added: ‘We know too much about each other. We’re stuck with each other forever. Literally, we’re going to move to a farm together and get married.’
The pair’s relationship is strictly platonic but they have had to brush off romance rumors in the past, thanks to some of their amorous displays.
Kylie stated to her sister at the time: ‘The whole internet thinks Stass and I are dating now [because we always make out]… A lot of best girlfriends do that.’
Though Stassie is one of Kylie’s oldest friends, many believe the Greek-American model became a substitute of sorts for Jordyn Woods after the pair’s famous fallout.
Indeed, the pair have gone on to pose for a large number of pictures in which they sport ‘twinning’ outfits or cuddle up to each other in a seductive manner.
Stassie also boasts matching tattoos with Kylie and often accompanies the Kylie Cosmetics founder on lavish vacations.
Victoria Villarroel, 32: Went from being an assistant to one of the star’s closest friends
Victoria first met Kylie while she was working for Kris Jenner’s company as an office manager.
She soon became Kylie’s personal assistant between 2015-2020 where she would make sure ‘the house runs and that everything works.’
Speaking on the Girl Cult podcast, Victoria explained: ‘This was pre-Kylie Cosmetics, pre-everything. It was smaller, for sure. It was for sure not as crazy as it got.’
The Venezuelan beauty eventually went on to pursue her own ventures but has since become one of Kylie’s closest friends and invaluable members of her squad.
When she quit her assistant role, Victoria shared a post on Instagram Story to squash rumors of a rift as she stated: ‘I worked with Kylie for 5 years and she became one of my closest friends. We both decided it was time to grow without each other professionally about a year ago!
‘She’s still one of my best friends and our relationship has only gotten stronger. Now let’s focus our time and energy on other things! a lot of happening in the world right now.’
Elsewhere, Victoria’s sister Sophia Villarroel is also friends with Kylie and is often seen with the duo when they enjoy nights out and luxurious vacations together.
Jordyn Woods, 26: Friends again after a very public fallout over Tristan Thompson kiss
Kylie Jenner and Jordyn Woods were famously inseparable when they first met through mutual friend, Jaden Smith, in Summer 2012.
Jordyn went on to be known as Kylie’s closest friends and would often appear in episodes of Keeping Up With The Kardashians, as well as a frequent face on her social media content.
The entire family welcomed Jordyn under their wings as she landed invites to Kris Jenner’s annual Christmas parties, and also got the opportunity to attend Kim Kardashian and Kanye’s wedding in Italy in 2014.
The pair’s friendship was revealed further in 2017 when Life of Kylie premiere on E!, with the duo even getting ‘married’ during a commitment ceremony in Peru.
By 2018, Jordyn was one of the first people to do a special collection for Kylie Cosmetics, cementing her importance in the makeup mogul’s life.
Everything changed in February 2019 when Jordyn and Khloe Kardashian’s then-boyfriend Tristan Thompson shared a kiss at a party.
Thanks to her friendship with Will and Jada Smith, Jordyn was able to share her side of the story on the Facebook Watch show, Red Table Talk.
Khloe’s open hostility towards Jordyn over the scenario led to Kylie to draw back from her best friends, though the pair were seen acting friendly whenever they crossed paths at social events.
The fallout was often discussed in episodes of KUWTK, as well as the family’s Hulu series, The Kardashians.
Kylie was seen telling Khloe: ‘I think that this whole Jordyn situation needed to happen. For a reason. For me, for her, for you, for everybody. She was my security blanket, she lived with me, we did everything together.
‘I just felt like, “Oh, I have Jordyn, I don’t need anything else.” I feel like there’s a part of me that needed to grow without her. And sometimes people are there for certain reasons and certain times of your life and not for others.’
Much to the delight of fans, the pair proved that they had completely moved on from the scandal when they were pictured enjoying dinner together in July 2023 – four years on.
Yris Palmer, 34: The beauty mogul bonded with Kylie over their similar business interests
Yris and Kylie has been friend for nearly a decade after meeting by chance.
During an interview with In The Know in 2020, Yris said that she met the entire Kardashian-Jenner family while ‘doing’ the Kylie Swim founder’s lashes ‘six years ago.’
The Star Lash Extensions founder stated: ‘They’re just very, very sweet. Slowly but surely we started building a relationship, and over every year it’s just gotten stronger and stronger.’
Despite being seven years older than Kylie, the pair hit it off bonding over their businesses, and growing closer as mothers – Yris’ daughter Ayla is just one year older than Stormi.
Speaking to AOL in 2020, Yris stated: ‘She is definitely somebody that I am very comfortable to pick up the phone and ask about anything. Or even my products, sending [them to] her for her to see them, test them.
‘And, likewise, if she has something coming out, she’ll give me a sample of her Kylie mask, and she’ll be like, “What do you think of this?”‘
Yris added that it’s ‘very refreshing’ how much she and Kylie ‘support each other’ as she continued: ‘I think that is important in any friendship and relationship. And, obviously, her family and her, they’re super successful. So I learn a lot [from them].
‘She inspires me a lot. She’s a young billionaire, a hustler. It’s very, very inspirational to watch and to see how she never stops and she just keeps going. It’s important to keep people like that around you because they just inspire you and drive you so much more.’
Back in March, Yris spoke out in defense of her pal as fans continue to speculate that Kylie has been using Ozempic for weight loss.
After seeing one harsh comment on TikTok, Yris wrote: ‘Actually my friend is back to her pre-baby weight and looks amazing.’
Heather Sanders, 34: Met through Kylie’s ex-boyfriend Tyga and became firm friends
Kylie Jenner met Heather at sister Kendall Jenner’s 16th birthday party in 2011 where the mogul’s now ex-boyfriend Tyga performed.
The rapper brought along his best friend, King Trell, who was already in a relationship with Heather at the time.
The pair quickly became good friends and the Sorella Boutique owner seemingly influenced Kylie’s style as the reality star began wearing colorful wigs like Heather was known for.
Kylie’s bond with Heather grew even stronger when they became pregnant at the same time, with the TV star even throwing Heather’s gender reveal party.
Meanwhile, Heather shared a sweet Instagram post of their matching baby bumps after Kylie finally announced her pregnancy.
She stated: ‘Congratulations To The sweetest, Loving, Most Caring person on earth! So happy we got to share this experience together! Sleep together, Eat together, Workout etc Love Having you as my pregnant sister for 9 Months.
‘You are going to be such an amazing Mom, and your beautiful baby is the luckiest girl in the world to have you as her mother You Were Made For This! I Love You So Much’.
Kylie is also said to have leaned on Heather in the immediate aftermath of Jordyn Woods kiss with Tristan Thompson.
Sofia Richie, 25: Friendship became strained due to Scott Disick romance
Sofia Richie became fast friends both Kylie and Kendall Jenner when they connected in 2012.
From that moment on the trio seemed inseparable and would often appear on each other’s social media posts, as well as being pictured attending the same industry events.
However, things seemed to change when Sofia began dating Scott Disick in 2017, the ex-boyfriend of Kylie’s half-sister, Kourtney Kardashian.
Sofia’s friendship with Kylie began back when Scott and the mother of his three children had been in a relationship so many fans were surprised by the romance.
While Sofia was still liking Kylie’s posts on social media, Kendall made a shady social media comment in January 2018 that revealed tensions had arisen in the friendship group due to the relationship.
‘Awww scott and his kids,’ the model posted on a fanpage posted which featured a pictured of Sofia and Scott in the car with his children.
By 2019, Kylie proved that she was still friendly with Sofia as she posed in a photo booth picture with the model, Scott and Kourtney at a bash to celebrate Scott’s 36th birthday.
It was even reported that Sofia became a rock for Kylie amid the fallout from Jordyn Woods’ kiss with Tristan Thompson.
A source told E! News at the time: ‘Sofia really helped Kylie through the emotional roller coaster during the Jordyn situation. She was really there for her and took her side through everything. The situation with Jordyn made them closer.’
Later in the year, Kylie, Kendall and Sofia appeared to be getting ready for a night out together – hinting that the feud was over.
Sofia split up with Scott in 2020 and went on to marry Elliot Grainge in 2022. No member of the Kardashian-Jenner family attended Sofia’s viral wedding in the South of France.
In June 2023, Kylie was accused of copying her ex-friend’s ‘quiet luxury’ style in what many claimed as her latest attempt to rebrand.
Comparison photos of the makeup mogul sporting chic-yet-simple looks that were typical of 24-year-old Sofia’s take on the aesthetic, soon began to flood social media.
The duo have never commented about the comparison, and it doesn’t appear to have had an impact on their friendship as they still follow each other on Instagram.
Harry Hudson, 29: Became close friends following Hodgkin lymphoma battle
Harry appears to have entered Kylie’s friendship circle thanks to his friendship with Jaden Smith and Hailey Bieber.
Though he didn’t always feature in her early social media posts, the musician has previously explained how Kylie and Kendall stuck by his side throughout the course of his treatment after he was diagnosed with Hodgkin lymphoma at age 19, back in 2013.
At one point, Kylie visited him so often that it was frequently reported that the two were dating.
The singer has since beat Hodgkin lymphoma and is an advocate for young people with cancer.
Kylie even partnered with Harry back in August 2017 to donate a portion of the proceeds from Kylie Cosmetics to Teen Cancer America.
When Harry tragically lost his father in 2018 and posted a tribute to him, Kylie commented ‘always a team.’
Despite being best friends, Harry chooses not to tune into any of the reality shows starring the family.
Harry admitted to The Sun that he would be down to ‘be on it anytime’, but ‘I just don’t watch it.’
Madison Beer, 25: The pair started to grow apart after multiple fallouts
![But they still hang out in the same circles after Madison was seen attending Stassie and Kylie's parties in 2020](https://i.dailymail.co.uk/1s/2024/08/23/21/88873577-13766639-image-a-10_1724446090495.jpg)
Kylie and singer Madison Beer first met through mutual friends Hailey Baldwin and Justin Bieber because Madison was being managed by Scooter Braun at the time.
The duo were often seen hanging out with Sophia Richie and Kendall Jenner in 2013 but then things went south in March 2014 when Kylie and Stassie appeared to mock Madison in a Vine post.
The pair grew distant until 2017 when Madison teased that she had a Kylie Cosmetics collaboration in the works,
Just one month later, the duo were spotted showing support at Stassie’s clothing line launch with Pretty Little Things.
Kylie even posted a Snapchat video of herself singing along to Madison’s track, Dead, while she gave fans a look at one of her Kylie Lip Kits.
Yet things took a turn in September 2017 when Kylie released a purple-themed eyeshadow palette.
Following the launch, Madison took to Twitter and appeared to throw some shade towards her friends as she wrote: ‘When people fully steal your idea & what they come out with was supposed to be a collaboration … WACK [snake emoji].’
Madison then posted two photos of herself from May of that year wearing purple eyeshadow, according to Girlfriend.
Many fans took this as a sign that Madison had been working on the project but had been left out of the release.
After the incident, Madison reportedly unfollowed Kylie on Instagram and the pair stopped being seen together for a spell.
By 2019, the friendship seemed to be on good terms again after Madison attended the launch of Kylie Skin.
The duo still hang out in the same circles after Madison was seen attending one of Stassie’s house parties in 2020.
To date, the pair do not follow each other on Instagram.
Pia Mia, 27: The pair are no longer friends after being frozen out of friend group
Like many in Kylie’s social circle, Pia Mia first began a regular fixture in Kylie’s life around 2013.
In 2015, Pia Mia collaborated with Kylie’s ex-boyfriend Tyga and Chris Brown on a track titled, Do It Again.
By 2017, Pia’s career had started to stall and fans noticed that she no longer made regular appearances in Kylie’s social media posts or on episode of Keeping Up With the Kardashians.
During an interview in 2019 to promote her film, After, Pia had claimed that all was still well between the pair – and she went on to attend Kylie’s daughter Stormi’s first birthday.
In 2023, Pia appeared to throw shade at Kylie after being cut out of their friendship group.
Pia opened up about feeling left out during a TikTok video titled ‘here for u.’
She began by explaining: ‘I have worked in the music industry, entertainment industry, in LA for 10-plus years and yesterday I just had one of those days where you’re just completely over it and want to go home.’
Pia then disclosed that the relationships she had while living in Los Angeles felt very ‘transactional.’
She revealed: ‘Even if you’re friends with someone for years, and you actually think that friendship is real, the second that they think you’re not hot enough, famous enough, or making enough money… you’re cut from the group.
‘Without anyone telling you anything and without you doing anything wrong. That s**t is just terrible.’
Pia also explained that it ‘feels like you can only be associated with if you’re hot in the moment,’ before adding, ‘that’s not what real friendship and real relationships are.’
She noted: ‘It’s important to show that everything is not great all the time and you can still come back from moments or periods in your career where feel like it’s not going the way that you want it to.
‘The people who do only want to be around you when you’re “hot enough,” just take note of it. It’s not personal.’
The star, who has since written a novel, played coy about the relationship with promoting her book.
When asked if her character’s experience mirrored her own friendship with Kylie, Pia simply stated: ‘I don’t know what people… I’m curious what people are going to be drawn to and what they’re going to pick out in the book. So I feel like I don’t even know how to answer that yet.’
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