Welcome to a captivating visual journey through the romantic timeline of the renowned model and media personality, Kendall Jenner. In this collection of photos, we explore the fascinating chapters of Kendall’s dating history, offering glimpses into her high-profile relationships and the glamorous moments shared with her notable partners. Join us as we traverse the snapshots that encapsulate the love stories that have marked Kendall Jenner’s public life.
Harry Styles
Jenner and the ex-One Direction member were initially linked in January 2014, following a dinner and skiing trip at Mammoth Mountain, California. They were again seen kissing in December 2015 on yachts in Anguilla and St. Bart’s. Despite a brief romance, they’ve remained close friends. Jenner supported Styles at one of his concerts at The Forum in Inglewood, California, in July 2018.
Nick Jonas
The star of Keeping Up With the Kardashians and the singer of “Jealous” had a short-lived romance in the summer of 2015. They were introduced by mutual friends Gigi Hadid and Joe Jonas, who were dating then. A source revealed, “Nick was single and looking to date, and there was an obvious attraction. He absolutely thinks she’s hоt.”
Jordan Clarkson
In March 2016, Jenner began dating the point guard for the Cleveland Cavaliers. They attended the Coachella Valley Music and Arts Festival together the next month and marked the Fourth of July at a party in Malibu. Unfortunately, their romance faded shortly thereafter.
A$AP Rocky
The reality star began spending time with the rapper in late July 2016. They were spotted at a Coachella party in April 2017, described as “suρer cozy and suρer close” by an eyewitness. The following month, Jenner and Rocky attended the Met Gala together, displaying plenty of PDA. Although not officially confirmed, by September 2017, sources indicated that they were dating despite their hectic schedules.
Blake Griffin
Jenner and the point guard for the Detroit Pistons started seeing each other in September 2017. A source close to the model revealed a month later that they officially became a “full-on couple.” Jenner attended several of his basketball games, and she even supported him at one of his comedy shows. Speaking to Vogue in March 2018, Jenner expressed her happiness, saying, “I’m happy. He’s very nice.” However, they ended their relationship later that same month.
Ben Simmons
The E! personality began a relationship with the point guard for the Philadelphia 76ers in May 2018, following his brief involvement with singer Tinashe. In July, an insider shared that the couple was “dating and exclusive, though not ‘official’,” but they rented a $25,000-a-month home in West Hollywood for the summer and traveled to Puerto Vallarta, Mexico, with her sister Khloé Kardashian and Tristan Thompson. Despite a breakup confirmed in September, they reconnected shortly after, with an insider stating in November that “they’re still having fun and hooking up.” Nevertheless, the couple officially ended their romance again in May 2019.
Devin Booker
In June 2020, Us confirmed reality star Jenner and Phoenix Suns player Booker were casually “hooking up.” They officially announced their relationship on Instagram in February 2021. Despite attending a wedding in May 2022, they broke up, reconciled in August, and quietly split again in November 2022, described as amicable.
Bad Bunny
Jenner and Grammy winner Bad Bunny sparked dating rumors in February 2023, seen together at various outings. Though not officially confirmed, sources revealed they were regularly seeing each other, with Jenner’s feelings growing. They were spotted openly kissing at a sushi restaurant in late March. However, the couple reportedly split in December 2023 after less than a year of dating.