Kylie Jenner’s Unexpected Delight Over Kendall and Devin’s Relationship

Kendall Jenner & Devin Booker: A Deep Dive into Their Romance and the KarJenner Family’s Seal of Approval

Supermodel Kendall Jenner, 24, has been making headlines with her burgeoning romance with NBA star Devin Booker, 23. While Kendall is notoriously private about her relationships, sources close to the KarJenner family indicate that this pairing has received a warm welcome. Specifically, younger sister Kylie Jenner, 23, is reportedly ecstatic about Kendall finding someone special to spend her time with. An insider exclusively revealed to HollywoodLife that Kylie is genuinely happy for her sister, understanding how challenging it can be for Kendall to truly connect with someone on a deeper level. “Kylie is really happy that Kendall has found someone to spend time with [and] because it’s hard for Kendall to really like someone,” the source shared. The bond between the sisters is evident, as Kylie observes Kendall’s genuine enjoyment in Devin’s company. Far from any sibling rivalry, Kylie is reportedly thrilled, not jealous, that Kendall is exploring this new relationship. Furthermore, the sentiment extends beyond Kylie, with the rest of the famed KarJenner family also reportedly giving their stamp of approval to Devin. “She sees [Kendall] really likes Devin and enjoying his company…she’s not at all jealous that Kendall is seeing someone. Kylie and the rest of the family seem to like Devin,” the source further elaborated, highlighting a significant green light for the celebrity couple.

The Unique Dynamic: Kendall and Kylie’s Unbreakable Bond

Amongst the famous KarJenner siblings, Kendall has always maintained a more reserved stance when it comes to her personal life, particularly her romantic endeavors. This contrasts sharply with her older sisters Kim, Khloe, and Kourtney Kardashian, who have often shared more public narratives about their relationships. However, when it comes to confiding in someone, Kendall naturally gravitates towards Kylie. The age proximity between Kendall and Kylie, being closest in age amongst all their sisters, fosters a unique understanding and relatability that strengthens their bond. “Out of all the KarJenner girls, she’s by far the most reserved…Kendall is actually very quiet when it comes to her love life but she does talk to Kylie about it more than her other sisters. Kylie can relate more since they’re closer in age,” our insider explained. This special connection means that Kylie is often one of the first to hear about Kendall’s romantic interests, providing a crucial perspective on the development of her relationships. Kylie’s support is therefore not just superficial; it comes from a place of deep sisterly empathy and understanding of Kendall’s introverted nature.

Kendall’s Private Approach to Love

For years, Kendall Jenner has consciously chosen to keep her romantic life out of the relentless media spotlight, a stark departure from the family’s typical openness. Unlike her sisters, whose relationships often become central storylines on “Keeping Up With The Kardashians” or fuel tabloid fodder, Kendall has historically opted for discretion. This preference for privacy stems from her personality; she is known to be more introverted and prefers a quieter life away from constant public scrutiny. This makes her current enjoyment and public appearances with Devin Booker even more noteworthy. It suggests a level of comfort and genuine connection that she feels with him, allowing her to relax her usual boundaries. Her selective sharing with Kylie underscores this, as she trusts her younger sister with the intimate details of her heart, something she rarely extends to others, even within her own family. This measured approach to dating ensures that any relationship she pursues is built on a solid foundation of personal connection, rather than succumbing to external pressures or public expectations.

Kendall & Kylie Jenner
Kendall and Kylie Jenner pose on a red carpet. (SplashNews)

Devin Booker: The NBA Star Earning KarJenner Approval

Devin Booker, a talented shooting guard for the Phoenix Suns, brings a distinct profile to Kendall’s circle. As a successful professional athlete, he operates in a world that, while high-profile, often allows for a different kind of privacy than the reality television sphere. His reputation in the NBA is one of dedication and skill, qualities that undoubtedly appeal to the ambitious Jenner family. Beyond his professional achievements, Devin appears to possess a demeanor that resonates well with the KarJenners. The fact that the entire family, including the usually discerning matriarch Kris Jenner, “seem to like” Devin, speaks volumes. For a family whose personal lives are meticulously documented and discussed, any suitor must not only win the heart of the individual but also seamlessly integrate into the formidable family unit. This seal of approval from all angles indicates that Devin is not just a passing fling but someone who is genuinely respected and valued by Kendall’s closest confidantes.

Earning the Family’s Trust and Affection

The KarJenner family is known for its tight-knit dynamics and fierce protectiveness of its members. For a significant other to gain their approval, they typically need to demonstrate sincerity, respect, and a genuine connection with the individual they are dating. Devin Booker’s ability to earn the affection and trust of Kylie and the rest of the KarJenner clan suggests he embodies these qualities. Family gatherings are frequent and central to their lifestyle, meaning any partner must be comfortable and engaging in these often-large group settings. His seemingly grounded nature and success in his own right likely contribute to his positive reception. This family endorsement is crucial, as it signifies that Devin is seen as a stable and positive influence in Kendall’s life, someone who aligns with their family values and high expectations for their loved ones. It’s a testament to his character that he has managed to integrate himself so smoothly into one of the most famous families in the world, hinting at a solid foundation for his relationship with Kendall.

The Evolving Pace of Their Romance

Despite the family’s clear approval and Kendall’s evident happiness, the supermodel is reportedly taking her time with Devin Booker, preferring a casual approach to their burgeoning romance. Our insider reiterated this sentiment, stating, “Kendall is still saying this is still sort of casual and she’s seeing where it goes…she has no desire to settle down with anyone anytime soon.” This cautious yet open-minded approach is characteristic of Kendall’s personality. She is a thoughtful individual who values authentic connection and isn’t one to rush into serious commitments. This unhurried pace allows both Kendall and Devin to genuinely get to know each other without the added pressure of defining their relationship too quickly. It’s a strategy that serves Kendall well, allowing her to protect her emotional well-being and ensure that any progression in the relationship is organic and truly felt. Her preference for a relaxed atmosphere extends to her personal life; “Kendall is the kind of girl who’s very quiet, reserved and shy and takes time to get that connection. She likes to be at home with her dogs and be alone most of the time, so this is great for her,” the source revealed. This indicates that Devin’s company provides a comforting presence that complements her lifestyle, rather than disrupting her cherished solitude.

From Idaho Getaways to Malibu Lunches: Their Public Appearances

Rumors about Kendall and Devin’s romance began circulating intensely in the months leading up to these exclusive insights, fueled by various public sightings that hinted at more than just friendship. Their dates have ranged from secluded getaways to high-profile celebrity hotspots, each appearance further confirming their growing connection. One of their notable excursions included an Idaho getaway, a tranquil escape that suggested a desire for privacy and intimate moments away from the prying eyes of Los Angeles. This trip allowed them to enjoy each other’s company in a more relaxed setting, a clear indicator of their comfort level. Following this, they were also spotted enjoying a romantic dinner at the celebrity-favorite Italian restaurant, Giorgio Baldi. Known for its intimate ambiance and discretion, Giorgio Baldi is a popular choice for stars seeking a high-quality meal without excessive fanfare. These outings not only confirm their status as an item but also paint a picture of a couple enjoying diverse experiences, from adventurous retreats to sophisticated evenings out, all while maintaining a relatively low profile for a celebrity pairing.

Kendall Jenner & Devin Booker
Kendall Jenner and Devin Booker are spotted at Nobu in Malibu on Sept. 6. The pair were joined by Kylie Jenner. (BACKGRID)

The Pandemic’s Unexpected Gift: More Sister Time

The global pandemic, while bringing unprecedented challenges, has also yielded some unexpected personal benefits for the KarJenner family, particularly for Kylie and Kendall. On Sept. 5, the trio – Kendall, Devin, and Kylie – were seen enjoying a delightful Nobu lunch date in Malibu. This public outing not only showcased the couple’s comfortable dynamic but also highlighted the joy Kylie finds in spending more time with her older sister. Typically, Kendall’s demanding schedule as a supermodel involves extensive international travel, particularly during fashion weeks and various high-profile events. However, the travel restrictions and event cancellations imposed by the pandemic have meant Kendall has been spending significantly more time in Los Angeles. This unexpected period of prolonged proximity has been a welcome change for Kylie. “Kylie is so used to her sister traveling so much — so since she’s been in LA, she’s happy to see her even more than usual so she’s taking advantage of that,” the insider noted. This increased time together allows the sisters to strengthen their already close bond, sharing everyday moments and making up for lost time, all while welcoming Devin into their shared experiences. It’s a silver lining amidst difficult times, fostering deeper connections within the family unit and making the budding romance even more integrated into their lives.

The ongoing romance between Kendall Jenner and Devin Booker appears to be blossoming under the encouraging gaze of the entire KarJenner clan. With Kylie Jenner’s enthusiastic support and the broader family’s approval, their connection seems to be on solid ground. Kendall’s deliberate approach to dating, prioritizing genuine connection over rushed commitment, combined with Devin’s respected presence, forms a promising foundation. As they continue to navigate their relationship at their own pace, the support system around them ensures a nurturing environment for this private but increasingly public love story. From intimate getaways to family lunches, Kendall and Devin are quietly building a relationship that is authentic, respected, and cherished by those closest to them, proving that even in the world of celebrity, true connection and family backing can pave the way for a lasting bond.