Are Kendall Jenner and Devin Booker on or off? Their relationship timeline explained
Kendall Jenner and Devin Booker are together as of writing, despite years of breakups and reconciliations. The pair has navigated a high-profile, on-off romance that has kept fans guessing. From Instagram confirmations to public breakups, their relationship has been notably volatile.
Source: Getty Images
TABLE OF CONTENTS
- Key takeaways
- Kendall Jenner and Devin Booker's relationship timeline
- April 2020: Kendall Jenner and Devin Booker spark romance rumours
- June 2020: Dinner outings
- July 2020: Social media clues emerge
- August 2020: Flirty Instagram exchange fuels speculation
- October 2020: Spotted during Kim Kardashian’s birthday trip
- February 2021: Relationship becomes Instagram official
- April 2021: First public outings together
- 13 June 2021: Celebrating their first anniversary
- 21 June 2021: Kendall confirms Devin is her boyfriend
- 22 June 2021: Report claims they are living together
- September 2021: Romantic getaway in Italy
- 22 October 2021: Sweet courtside PDA
- 30 October 2021: Kendall’s romantic birthday tribute
- 3 November 2021: Devin’s birthday tribute to Kendall
- 2 January 2022: Cosy farmhouse getaway
- May 2022: The couple share PDA moments at Kourtney Kardashian’s wedding
- 23 June 2022: Reports of a breakup emerge
- 30 June 2022: Reconciliation rumours turn into confirmation
- 8 July 2022: Kendall supports Devin’s basketball career
- 1 August 2022: Spending time together again
- 21 November 2022: Reports of another split
- February 2024: Rekindling rumours surface
- February 2025: Back together for a third time
- FAQs
Key takeaways
- Kendall Jenner and Devin Booker first sparked dating rumours in April 2020.
- They confirmed their romance in February 2021 with affectionate Instagram posts.
- The couple enjoyed several high-profile outings, including trips to Italy.
- They experienced multiple breakups, with reported splits in June 2022 and October 2022.
- By 2025, they are together for a third time.
Kendall Jenner and Devin Booker's relationship timeline
The American model and Devin Booker have shared memorable public appearances. Here is a detailed timeline of their relationship.
Source: Original
April 2020: Kendall Jenner and Devin Booker spark romance rumours
In April 2020, Kendall Jenner and NBA player Devin Booker drew public attention after being spotted on a road trip together. TMZ released photos of the pair travelling, which quickly fuelled dating speculation.
According to People, the two were not romantically involved at the time. They were part of the same tight-knit friendship group, which had been socialising together since 2018 while following pandemic safety guidelines.
Source: Getty Images
June 2020: Dinner outings
In June 2020, the two were seen leaving celebrity hotspot Nobu in the same car after dinner. It would later emerge that June marked the official start of their relationship.
July 2020: Social media clues emerge
In July 2020, the couple shared Instagram posts that appeared to be taken during the same getaway, although they posted separately.
Kendall uploaded photos from a road trip, saying they were taken “a few weeks ago” and showing scenic rock formations. Four days earlier, Devin had posted pictures from Slide Rock State Park in Arizona, with a strikingly similar backdrop.
August 2020: Flirty Instagram exchange fuels speculation
By August 2020, Kendall Jenner and Devin Booker had been dating for two months. It began when Kendall shared a striking selfie, showing her flawless make-up and sharp cheekbones captioned with a single strawberry emoji. Devin commented, saying
I like strawberries
This prompted Kendall to reply with four strawberry emojis.
October 2020: Spotted during Kim Kardashian’s birthday trip
In October 2020, the couple appeared in the background of photos from Kim Kardashian's 40th birthday celebration. A post from Scott Disick showed the pair together, which attracted online attention.
Among the beach scenes and party shots, Kendall and Devin could be seen together, adding to the growing evidence of their romance.
February 2021: Relationship becomes Instagram official
Source: UGC
In February 2021, Kendall Jenner and Devin Booker publicly confirmed their relationship on Instagram, delighting fans with several affectionate photos. It was the first time either had shared images of each other on social media.
In a rare move for Kendall, she posted a picture of the two together on her Instagram Story, captioning it with a simple white heart emoji.
April 2021: First public outings together
In April 2021, the celebrity couple began making their first public appearances. Their outings drew attention because they had kept their relationship private for the past year.
13 June 2021: Celebrating their first anniversary
On 13 June 2021, the pair marked their first anniversary with affectionate Instagram posts. Kendall shared a sweet photo of them cuddling, along with a shot of Devin leaning casually against a wall.
Source: UGC
Devin posted a series of images that appeared to capture moments from their first year together. The first was a sunset view of a restaurant captioned “1,” followed by a photo of them swimming captioned “52,” and finally a picture of Kendall captioned “365.”
21 June 2021: Kendall confirms Devin is her boyfriend
The television personality spoke publicly about Devin Booker for the first time during the Keeping Up With the Kardashians reunion special hosted by Andy Cohen. When Cohen asked if she exclusively dated basketball players, given her past link to Ben Simmons, Kendall replied,
No, I actually don't only date basketball players, if anyone's ever done their research.
When questioned directly about Booker, Kendall confirmed,
He's my boyfriend…Kylie and I have had the opportunity to watch our older sisters go through marriages and relationships and breakups and all these things, and do them pretty publicly.
22 June 2021: Report claims they are living together
Just days after Kendall confirmed their relationship, reports suggested she and Devin were practically living together. A source told Us Weekly that they respected each other’s careers and gave one another space to focus on modelling and basketball.
September 2021: Romantic getaway in Italy
Source: UGC
In September 2021, Kendall shared a glimpse of their holiday in Italy on Instagram. Over the US Labor Day weekend, she posted rare shots of herself and Devin showing PDA to her Instagram Story. The intimate vacation updates gave fans a rare look at their private moments.
22 October 2021: Sweet courtside PDA
In October 2021, Kendall and Devin shared a public display of affection during a Phoenix Suns game. Sitting courtside, Kendall leaned over to kiss Devin after congratulating him on his win.
Source: Getty Images
Devin approached the crowd to give high fives, stopping to hug Kendall. She attended the game with Justin and Hailey Bieber, and an eyewitness told E! News that she was actively cheering for Devin and smiling as he made his way to her after the final buzzer.
30 October 2021: Kendall’s romantic birthday tribute
On 30 October 2021, Kendall marked Devin's 25th birthday with a heartfelt Instagram Story post. She called him her "best friend" alongside a red heart emoji and a cosy photo of the two together.
She followed with a selfie of Devin, captioned with three heart emojis. The intimate gesture delighted fans and underscored their closeness.
3 November 2021: Devin’s birthday tribute to Kendall
A few days after Kendall called Devin her “best friend” for his birthday, he returned the sentiment on Instagram. The NBA player posted a photo of them together, captioning it “Most beautiful woman” alongside a crown emoji.
In a second post, the couple cuddled in a rare public display of affection. Devin added a padlock emoji, hinting at the strength of their bond. Fans, who rarely see intimate moments from them, loved the gesture.
2 January 2022: Cosy farmhouse getaway
At the start of 2022, Kendall shared a photo carousel captioned "my weekend," which included a snap of her and Devin relaxing by a fire. They appeared to be enjoying a romantic farmhouse retreat, complete with wine.
Fans quickly noticed a gold band on Devin’s hand in one image, sparking speculation about an engagement or marriage. Theories spread online, with some believing Kendall was hiding a ring in her pocket.
May 2022: The couple share PDA moments at Kourtney Kardashian’s wedding
Source: Getty Images
In May, Kendall and Devin were spotted sharing a tender moment on a boat during Kourtney Kardashian's wedding celebrations in Portofino. The candid scene gave fans a rare, unfiltered look at their relationship.
23 June 2022: Reports of a breakup emerge
After two years together, reports in June 2022 claimed Kendall Jenner and Devin Booker had ended their relationship. A source told E! News that the pair “hit a rough patch recently” and had been apart for about a week and a half.
The news surprised fans, as they had recently appeared affectionate at Kourtney Kardashian and Travis Barker's wedding. The insider said Kendall wanted "space and time apart," but noted they were still in touch and cared about each other. There was also a suggestion that the split might not be final, with both hoping to make it work.
30 June 2022: Reconciliation rumours turn into confirmation
Just a week after breakup reports, Kendall Jenner and Devin Booker were spotted together in California, sparking speculation of a reunion. On 26 June, they were seen chatting and laughing outside Soho House in Malibu.
Source: Getty Images
An eyewitness told E! News they looked happy, shared things on their phones, and had “great energy between them.”
According to Page Six, Kendall’s team arranged the meeting, with a source claiming they “did not want it to look like she was dumped.” Soon after, E! News confirmed the couple were officially back together.
8 July 2022: Kendall supports Devin’s basketball career
On 8 July 2022, Kendall appeared to shut down breakup rumours by publicly supporting Devin’s basketball achievements. She reposted one of his updates to her Instagram Stories, celebrating his feature as the official cover athlete for NBA 2K23 magazine.
1 August 2022: Spending time together again
By August, Kendall confirmed she and Devin were spending time together despite split reports from June. This followed their 30 June outing and Kendall's July Instagram Story celebrating Devin's career milestone.
Kendall shared a video of Devin axe-throwing during a countryside getaway, showing off his skills. Devin reposted the clip to his own Stories, offering fans a glimpse of their shared trip. While they did not confirm their romantic status, the posts suggested they were back on good terms—and possibly more.
21 November 2022: Reports of another split
Despite reconciling after their summer 2022 breakup, reports in November suggested Kendall Jenner and Devin Booker had parted ways again. According to People, they quietly ended their relationship in October.
An insider explained that their busy schedules were the main reason, saying they decided to prioritise their careers. The source added that they still had “a lot of love and respect” for one another and wished each other the best.
February 2024: Rekindling rumours surface
Over a year after their split, Kendall and Devin were linked again in February 2024. On 11 February, they were spotted in the same box at Super Bowl LVIII with friends, including Ciara and Hailey Bieber, although they were not photographed together.
Days later, Devin was seen wearing an item from Kylie Jenner’s fashion brand, Khy. Then, on 23 February, TMZ reported that the pair was “rekindling their relationship” but taking things slow and not exclusive.
February 2025: Back together for a third time
According to Us Weekly, Kendall Jenner and Devin Booker are “very much together” once again. A source said Kendall found Devin “really funny” and described the couple as “very solid right now.”
Source: Getty Images
They were reportedly seen sharing PDA at a friend’s dinner party in New York City and had been spotted together in Aspen earlier that month. This reunion came a year after they were last seen together at the 2024 Super Bowl. At that time, an insider noted they were “not fully back together” but were spending more time together and working on their relationship.
FAQs
- Who is Devin Booker? Devin Booker is an American professional basketball player for the Phoenix Suns in the NBA.
- What does Kendall Jenner do for a living? Kendall Jenner is an American model, television personality, and businesswoman.
- How old is Kendall Jenner? Kendall Jenner was born on 3 November 1995, making her 29 years old in 2025.
- Are Devin Booker and Kendall Jenner still together? The two are reportedly back together for a third time.
- Are Kendall Jenner and Devin Booker back together in 2025? The couple reunited for a third time and appears to be in a strong place.
- Are Kendall Jenner and Devin Booker engaged? The couple have not confirmed an engagement.
- How long did Devin and Kendall date? They have dated on and off since April 2020.
- Who did Devin Booker date before meeting Kendall Jenner? Devin Booker was linked to Jordyn Woods in 2018. At the time, Kendall was dating NBA player Ben Simmons, whom she split from in May 2019.
The relationship between Kendall Jenner and Devin Booker includes several breakups and reconciliations. From their first public outing in 2020 to their Instagram milestones, romantic getaways, and public breakups, they have navigated the spotlight on their terms.
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