Kendall Jenner is the only Kardashian who has had a rather private love life as compared to most of her other famous sisters. However, the reality TV star has been linked to quite a few famous names over the years. Naturally, there is much intrigue surrounding her dating history. Despite her rule of putting suitors and potential boyfriends through a year-long audition before featuring them on their family reality show KUWTK (now The Kardashians), the supermodel’s romantic escapades have become pop culture gold. From her teenage trysts with singer Harry Styles to slam-dunking into the dating scene with a handful of NBA players, including a serious relationship with Devin Booker, Jenner’s love life is a rollercoaster you want a front-row seat to. After her much-written-about breakup with Booker in 2022, what followed was a whirlwind romance with Grammy-winning rapper Bad Bunny. Now, the latest buzz in the Jenner-Bunny love saga is that the two have officially broken up. With rumours about her relationship turmoil doing the rounds, we dig deep into Kendall Jenner’s dating history and romantic escapades over the years. Deconstructing the supermodel’s low-key yet high-profile love life — from romance rumours with Nick Jonas to her relationship timeline with Bad Bunny — that’s as captivating as her catwalk. Let us start off the list of Kendall Jenner’s ex-boyfriends with none other than musician Nick Jonas. In August 2015, Jenner was introduced to the Sucker for You singer through the matchmaking efforts of Joe Jonas and Gigi Hadid. Joe and Gigi played cupid, setting up the meeting between Jenner and Jonas. The two were spotted on a dinner date but they never confirmed the nature of their relationship. In fact, Jonas had dispelled any romantic entanglement in an interview with E! News later in 2015 stating, “We’re not dating.” Jonas emphasised the camaraderie among the whole group, acknowledging the shared kinship between Gigi and Joe, saying, “Kendall is great, and naturally, her being good friends with Gigi and with Joe and Gigi dating, there are times we’ll be in the same place and we all hang out.” Britney Spears’ Boyfriends: Deconstructing A Dating History That Made The Singer Go “Oops!… I Did It Again” After Jonas came another pop star into Jenner’s life – Harry Styles.

While most of the Kardashians and Jenners are open books, Kendall Jenner prefers to keep her dating life private. "Kendall's always had this rule — she felt like she had to be with someone for at least a year before she let them be a part of the show because she doesn't always know what people's intentions are," Keeping Up with the Kardashians executive producer Farnaz Farjam said in 2021. "So that's why we kind of kept her personal life out of it, just because she had a rule." In 2019, Jenner spoke candidly with Vogue Australia about her decision to keep her love life out of the spotlight. "For me, a lot of things are very special and very sacred, like my friends and relationships. I personally think that bringing things into the public makes everything so much messier," she said. Still, the supermodel has been linked to a few famous names over the years, from her teenage romance with Harry Styles to her two-year relationship with NBA player Devin Booker. Jenner's most recent romance involved rapper Bad Bunny, though a source told PEOPLE that the couple decided to call it quits in late 2023. Jenner is notorious for dating athletes — not unlike her older sisters. So, it was especially comical when Kim Kardashian wore a T-shirt that said, " Kendall Starting Five," and featured images of five NBA players the model has been formerly linked to. She wore the shirt in a TikTok video but it also made an appearance during season 3 of The Kardashians. Here's a look at Kendall Jenner 's dating history from 2013 to now. After splitting from Taylor Swift in 2013, Harry Styles was spotted on his first date with Jenner in November. "They're just friends," a source told PEOPLE at the time, but by January 2014, the pair seemed to be a bit more romantic on a New Year's ski trip with friends. "Kendall snowboarded and Harry skied," a source told PEOPLE. "They were very cute together. There was a lot of flirting and smiling going on." Two years later, they spent the New Year's holiday together again in St. Barths where they were seen getting close on a private yacht. "There has been a lot of flirting, touching and snuggling going on. They have acted like a couple. They look very cozy and happy," an insider told PEOPLE. Days later, big sister Khloé Kardashian said she thought Jenner and Styles' relationship was romantic. "They were hanging out together. Do I think they're dating? Yes. I don't know if they're like boyfriend-girlfriend," she told Entertainment Tonight. "Nowadays, I don't know, people are weird with stuff. So I don't know their 'title.' But I mean, they were in St. Barts together hanging out, so to me that's dating. I would call that dating." The duo were spotted together a handful of times in 2016, but in September, PEOPLE learned the pair were "not officially back together" but were "continuing to talk and see where things go."

Kendall Jenner has managed to keep her romances largely low key despite growing up with cameras following her every move. The media personality became a household name at 12 years old, when Keeping Up With the Kardashians made its TV debut in 2007, and has only been thrust further into the spotlight, becoming a mainstay in the fashion world as a runway model, launching alcohol brand 818, and, overall, leading a glamorous life as a socialite. Even so, she has consistently kept her relationships under wraps, which is especially impressive considering her flames include huge pop stars and standout athletes. According to KUWTK executive producer Farnaz Farjam, Jenner made a promise to herself of sorts when it comes to privacy. "Kendall's always had this rule: She felt like she had to be with someone for at least a year before she let them be a part of the show because she doesn't always know what people's intentions are," she said in 2021. "So that's why we kind of kept her personal life out of it, just because she had a rule." The model elaborated on the sentiment during a May 2019 interview with Vogue Australia. "For me, a lot of things are very special and very sacred, like my friends and relationships. I personally think that bringing things into the public makes everything so much messier," she told the publication. While Jenner has remained true to her word, her sisters have let things slip over the years. Khloé Kardashian exposed two of her baby sister's romances, while Kim Kardashian poked fun at the model by wearing a shirt emblazoned with "Kendall Starting Five" and pictures of NBA players Jenner has supposedly dated. Whether it be through her family's loose lips or the small glimpses Jenner allows into her love life, the world has caught wind of several of her relationships over the years. Ahead, find the full breakdown of Jenner's dating history. Jenner's first major public romance was with none other than One Direction heartthrob Harry Styles. They first sparked romance rumors in November 2013 when they were seen at the restaurant Craig's in West Hollywood. Though, sources at the time claimed they were just friends. Things ramped up by January 2014, when they spent New Year's together on a ski trip with friends. "They were very cute together. There was a lot of flirting and smiling going on," a source told People that year. They spent New Year's together again in 2015, that time in St. Barths, where they were spotted getting cuddly on a private yacht. "There has been a lot of flirting, touching and snuggling going on. They have acted like a couple. They look very cozy and happy," an insider told People. Days later, Jenner's older sister Khloé Kardashian spilled the beans, telling Entertainment Tonight, "They were hanging out together. Do I think they're dating? Kendall Jenner's dating history is full of huge pop stars and standout athletes, from Harry Styles and Bad Bunny to Devin Booker. Read all about her relationships, here.

Kendall Jenner is currently dating professional basketball player Devin Booker. Before him, she dated Anwar Hadid (2016 – 2018), Ben Simmons (2018 – 2020), Blake Griffin (2017 – 2018), ASPA Rocky (2016 – 2017), Justin Bieber (2014 – 2015), Harry Styles (2013 – 2016), Julian Brooks (2012 – 2013), and Ryan Nassif (2011 – 2011). There were also rumors that she was involved with Fai Khadra (2019 – 2020), Jordan Clarkson (2016 – 2017), Chandler Parsons (2014 – 2017), Nick Jonas (2015 – 2015), Lewis Hamilton (2015 – 2015), Ashton Irwin (2014 – 2014), and Young Jinsu (2013 – 2013). For over a decade, the Kardashians and the Jenners had a lot of Americans and indeed fans across the globe keeping up with their flamboyant lifestyle which they have mostly lived on television. Through the proper guidance of momager Kris Jenner, the family’s reality TV show, Keeping Up With The Kardashians (KUWTK), became a go-to show for those who love a life of glam. The Kardashian sisters – Kourtney, Khloe, and Kim – as well as their half-sisters, Kylie and Kendall Jenner, never miss an opportunity to share most aspects of their personal life with their millions of fans. In fact, their drama-filled relationships have given media outlets a run for their money. Their relationships, for both the right and wrong reasons, have also hogged headlines for as long as we can remember. Kendall Jenner’s current boyfriend is an NBA player who has been playing in the league for the Phoenix Suns since 2015. Since he was drafted by the team, Devin Booker has earned the public’s attention for several reasons that boil down to his exploits on the basketball court. But in 2020, he also started gaining attention for his love life – romance with Kendall Jenner. It was sometime in April 2020 that Kendall and Devin gave people a reason to suspect they were lovers. The two were seen on vacation together, journeying from Los Angeles to Arizona. Sources close to the model reportedly stated that they were noting but friends but in the fullness of time, it emerged that the two were lovers. After the first time they were seen together, Kendall and Devin continued to make appearances in public which fueled the speculations that they were an item. In August 2020, the basketballer was caught flirting with the model on Instagram. At this point, it had been upheld that they were more than just friends but no confirmation came from the two until Valentine’s Day of 2021. Kendall who had become known as the most private person among the Kardashian-Jenner siblings took to Instagram to confirm the relationship. She shared the first picture of her and Devin on her Instagram story. It was said that she felt comfortable going public with the relationship because what they have had become serious; and, she wanted to end the speculations. The model has been linked with a lot of people in the past. Before Kendall Jenner’s relationship with Devin Booker began, it was rumored that Fai Khadra was her boyfriend. Fai is a Palestinian model who is also a singer, DJ, and set designer. Also an American as he was born in Los Angeles, California, Fai was raised in Dubai, UAE, where he schooled at the American School of Dubai before obtaining his degree in architecture. The Palestinian-American model has been romantically linked to popular women like Rita Ora, Bella Hadid, Devon Windsor, Hailey Bieber, Camila Morrone, and Jordyn Woods. People began speculating that Fai was Kendall’s boyfriend after the two were spotted together on several occasions in 2019. Among other instances they were seen together, Fai Khadra and Kendall Jenner attended Hailey and Justin Bieber’s after-wedding ceremony together. The event happened on the 30th of September 2019 and the following day, Kendall shared a picture of her and Fai prepared for the occasion. The picture came with a caption that asserted they weren’t a couple According to the model, Fai was only her date for the ceremony and nothing more. But then, the following month saw her share another picture with Fai Khadra. This time, the model wanted to know those in favor of her and Khadra starting a family. Anwar was born to Mohamed Hadid who was originally from Palestine and Yolanda Hadid from the Netherlands. He was born in Los Angeles, California, and has been modeling since he was 16.

Kendall Jenner and Harry Styles first sparked dating rumors in late 2013. The One Direction singer and the model were seen together on multiple occasions. In 2014, they went on a ski trip with friends, fueling speculation about their romance. They were later spotted vacationing on a yacht in 2015. Despite the media buzz, neither confirmed their relationship. Sources said they had an on-and-off romance but remained friends after their split. Kendall was linked to NBA player Jordan Clarkson in 2016. He played for the Los Angeles Lakers at the time. The two were often seen together at parties and events. Reports suggested that they had a casual relationship. However, it did not last long, and Kendall moved on soon after. Kendall and rapper A$AP Rocky were first spotted together in 2016. They attended events and fashion shows side by side. The couple was seen together at the 2017 Met Gala. Although they never publicly confirmed their romance, sources said they had great chemistry. Their relationship ended later that year due to their busy schedules. Kendall Jenner and NBA star Blake Griffin began dating in 2017. Blake played for the Los Angeles Clippers at the time. The couple attended public events and spent time together in Los Angeles. However, their relationship faced difficulties when Blake was traded to the Detroit Pistons in early 2018. The long distance reportedly led to their breakup. Kendall’s relationship with Ben Simmons was one of her most well-known romances. Ben is an Australian professional basketball player. The two started dating in mid-2018 and were often seen together in public. They were spotted at basketball games and went on vacations together. Their relationship had ups and downs, leading to multiple breakups and reconciliations. They finally ended things in early 2020. Kendall Jenner and NBA star Devin Booker began dating in 2020. Their relationship lasted for nearly two years. They were first seen on a road trip together during the pandemic. Over time, they shared glimpses of their romance on social media. Devin even attended Kardashian family events. However, in mid-2022, they broke up. Sources cited busy schedules and different priorities as the main reasons. In early 2023, Kendall was rumored to be dating Puerto Rican singer Bad Bunny. They were spotted on multiple outings, including dinner dates and public events. The couple kept their relationship low-key. However, by the end of the year, reports surfaced that they had split. Neither Kendall nor Bad Bunny publicly addressed their breakup. Kendall Jenner has had a fascinating dating history. She has been linked to some of the biggest names in sports and music. Unlike her sisters, she prefers to keep her relationships private. Over the years, she has had both short-term and long-term romances. Despite media attention, Kendall focuses on her modeling career and personal growth. Fans continue to speculate about her love life, but she remains one of Hollywood’s most private celebrities. Related topics: What Is Oj Simpson to Khloe Kardashian? What Did Ben Affleck Do to Jennifer Lopez? What Did Meghan Markle Say to Oprah? Why Is Kendall Jenner So Famous?

While she’s been in a happy year-long relationship with Phoenix Suns star Devin Booker, Kendall gave clout to whom she was once linked. Prior to Devin, Kendall’s most recent NBA boyfriend was Philadelphia 76ers star Ben Simmons, whom she dated on and off between May 2018 and May 2019. He’s now dating British TV host Maya Jama. The pair were first spotted in July 2021 attending Wimbledon together. The two were photographed kissing and cuddling in the stands and made for quite the good-looking couple. But their relationship could prove challenging, as Ben will have to report to 76ers training camp on September 28, 2021, while Maya has a busy career with the BBC. She’s also an ambassador for Adidas and has an extensive modeling resume. Prior to Ben, Kendall was with current Brooklyn Nets star Blake Griffin for a just under a year while he played for the Los Angeles Lakers. The pair were first photographed togethe r in August 2017 and later broke up in April 2018. Since the split, the NBA hunk has been daring Frankie’s Bikinis founder Francesca Aiello. Blake and the stunning Los Angeles-based entrepreneur are still going strong, being photographed together throughout the summer of 2021. Kendall was briefly associated with then-Los Angeles Laker Jordan Clarkson in the spring of 2016. They attended the Coachella Music Festival together and spent the Fourth of July partying at her rented Malibu beach house. But their romance fizzled out quickly. The current Utah Jazz player now dating Instagram model Ally Rossel. Later in 2016, Kendall was linked with A$AP Rocky, as the pair were photographed out and about in Paris, New York and other locations looking cozy and fashionable together. Between 2013 and 2016, Kendall was linked on and off with singer Harry Styles, although their deep flirtation turned into a close friendship. The “Golden” singer is now dating his Don’t Worry Darling director, Olivia Wilde. It is one of the most serious relationships of Harry’s dating life, as he’s beyond smitten with his nine-years-senior girlfriend. The two have been photographed holding hands, kissing and proving they’re jet-setters, spending time between Los Angeles, London and romantic vacations to Italy. They were first photographed on January 4, 2021, holding hands while attending his manager Jeff Azoff ‘s wedding in Montecito, California, and are still going strong today. Scroll down to see photos of Kendall’s exes and who they are dating now. Kendall’s most recent boyfriend prior to her current squeeze Devin Booker was Philadelphia 76ers star Ben Simmons. He’s most recently been linked to BBC host and model Maya Jama. The two were photographed making out during Wimbledon 2021 at Center Court, not caring who saw their PDA. Talk about two people who look great in swimwear! After Kendall and Blake split in 2018, he began dating Frankie’s Bikini’s founder Francesca Aiello. The pair are still together three years later. Kendall and Rocky had a thing going between 2016 and 2017, though they never became super serious. Now, he’s found “the love of my life” with Rihanna.

While all of the Kardashian-Jenner clan have aired their love life on the notorious reality show, supermodel Kendall Jenner is the only one to have kept her romantic affairs under wraps. So, if you’re like the rest of the Kardashian super-fans, you’re probably dying to know who has stolen Kendall’s affection in the past. Luckily for you, we’ve listed all the men who have been involved in the model’s life. Let’s jump right into Kendall Jenner’s dating history… FYI: Other than her official romances, this list also contains guys that Kendall was *rumored* to be dating. Who Has Kendal Jenner Dated Over the Years? Jump to: Who is He? Instagram Influencer Kendall was first linked to Ryan Nassif, whose dad is a Hollywood talent agent, but we are convinced that these two were just friends since Ryan later hooked up with actress Bella Thorne. Who is He? High-school sweetheart The supermodel shared a puppy love story with her high-school jock Julian Brooks while she was still in high school. The pair shared a sweet, year-long romance where they would bunk off school and just hang out and enjoy each other’s company. Obviously, the fairytale ended at one point when Kendall’s career started to bloom and she found herself in a new celebrity circle. Who is He? Singer This relationship is definitely the one that sent everyone wild with fans calling Kenny and Harry “Hendall” after the two were captured making out on a yacht. Although neither of them confirmed they were dating at the time, Kendall’s sister Khloe let the cat out of the bag that they were definitely romantically involved during an interview. CHECK OUT: Harry Styles’ Dating History – All Girlfriends While their love dwindled out, the pair remained very close friends and have been spotted hanging out together even until today! We hope love is on the cards for Hendall in the future. Who is He? Singer Soon after splitting from Harry, Kendall moved on to another boybander, this time, 5 Seconds of Summer’s Ashton Irwin. Although the romance has never been confirmed, the duo did get into a taxi together in the summer of 2014 and allegedly enjoyed a night out together in New York. Who is He? Singer After a series of cozy photos emerged of the couple, the world went into a frenzy assuming that Kendall and Justin Bieber were a thing. When Justin’s ex, Selena Gomez got jealous of their relationship, Kendall was quick to shut down any rumors and confirmed that she and Justin were “longtime family friends” and that people were just “assuming things”! Who is He? Singer This celebrity heartthrob has dated Selena Gomez, hooked up with Miley Cyrus and had a fling with Camila Cabello. Unsurprisingly, Nick Jonas has also been linked to Kendall, too. It was rumored that Kendall’s close-pal Gigi set them up when she was dating one of the other Jonas Brothers, Joe. Although Kendall and Nick had obvious chemistry, the popstar was quick to shut down any rumors and told E!