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Devin Booker-Kendall Jenner Love Story 2.0? Deep Dive Into Relationship Timeline

Published 03/03/2024, 11:05 AM EST

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Post their breakup, it turns out that Devin Booker and Kendall Jenner are trying to give their relationship another shot. As per the latest reports, the former love birds are getting closer once again and are working on their bond. Moreover, their chances of making things official seem to be quite significant.

Elle reported that the couple’s reconciliation update took over the internet after both of them were spotted in the same suite during the recent Super Bowl. Notably, Kendall Jenner broke up with Bad Bunny in December 2023, giving further wind to the matter. According to Elle“Kendall and Devin aren’t fully back together yet, but they have been spending a lot of time together and are working on their relationship.” The report didn’t stop just at that. It also revealed Booker’s current feelings for Jenner. As per Elle, Kendall’s friends were also hopeful that she and Devin could make things official soon since they did not see her have a long-term future with Bad Bunny. Kendall has been really happy with D-Book, unlike she was with others. In fact, her friends had the shock of their lives when they got to know she and Booker had broken up earlier.

Devin Booker & Kendall Jenner – A relationship timeline

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As Kendall and Devin look to restart their relationship, let’s have a look at their relationship timeline so far:

April 2020 – Kendall Jenner and Devin Booker went for a road trip together to Sedona, Arizona. At the time, they were not dating and were just friends.

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August 2020 – Jenner and Booker went out for dinner with Kylie at Nobu in Malibu, a few days into flirting with each other on Instagram. Booker wrote the following comment at one point under Jenner’s post: “I like strawberries”. Kendall’s post was captioned with a few strawberry emojis. To the comment, Kendall responded with 4 more strawberry emojis.

September 2020 – Jenner and Booker are spotted enjoying with Justin Beiber and Hailey Beiber (Kendall’s friends) at a lake vacation in Idaho.

November 2020 – The couple was seen cuddling at her 25th birthday party at the Harriet Rooftop above 1 Hotel, West Hollywood, California. It was also a Halloween party where Jenner was seen in a skin-tight bodysuit and a blonde wig, looking like Pamela Anderson.

February 2021 – The pair make their relationship official on Valentines’ Day, by posting a lighthearted moment between them on Instagram, captioned with a heart emoji.

June 2021 – The duo celebrate their first anniversary together, with fans getting a glimpse into their celebrations on Instagram with Jenner sharing an intimate picture with Booker.

July 2021 – Fans caught Kendal Jenner on the courtside, supporting Devin Booker during the 2021 Game 1, NBA Finals. She even shared the pregame festivities on her IG Stories.

August 2021 – The duo goes to Italy for a summer getaway to spend quality time together. They also spent a night out in Capri at the time.

November 2021 – D-Book posts a few pictures on Instagram, as a birthday tribute to Kendall Jenner, captioning one of the images, “Most beautiful woman”.

December 2021 – Kendall’s mother, Kris Jenner, includes Booker in her elaborate festivities during the holiday season.

January 2022 – Jenner and Booker spend a cozy weekend in New York, enjoying some downtime together.

February 2022 – The duo is spotted together along with Justin and Hailey Beiber at the 2022 Super Bowl in Los Angeles.

May 2022 – Booker and Jenner attend her sister, Kourtney Kardashian’s wedding to Travis Barker in Italy. The duo were holding hands together on their way to the Ristorante Puny in Portofino.

June 2022 – The first instance where it was reported that the couple had broken up came during this time. As per Entertainment Tonight and E! News, the couple called it quits after 2 years, after hitting a rough patch. But later, on June 26, 2022, the couple was spotted together at Soho House, Malibu, where paps caught them smiling together, seemingly happy.

July 2022 – The couple spent time on some outdoor activities, zip lining, and axe throwing.

August 2022 – The duo is seen painting the town red in Los Angeles, on a date night.

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September 2022 – Kendall is seen attending an NBA event in LA. Later, the same month, the duo was also spotted spending a weekend together in New York, attending the US Open.

November 2022 – As per People.com, because of their schedules clashing, the duo reportedly broke up quietly.

March 2023 – Kendall Jenner’s rumored boyfriend, Bad Bunny, releases a new song, dissing Devin Booker in the same. His song, “Coco Chanel” stated, “Sun in Puerto Rico is hotter than in Pheonix”. 

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February 2024 – Per sources, Kendall Jenner and Devin Booker are trying to rebuild their relationship, slowly, after more than a year of staying apart.

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Written by:

Shahul Hameed

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Shahul Hameed is a Senior NBA Writer at EssentiallySports. Armed with a Master's Degree in journalism from a distinguished institute, his journey into sports writing began during his college days, and since then, Shahul has been captivated not only by the remarkable consistency of Stephen Curry but also by the enduring legacy of LeBron James. He specializes in covering the live basketball action.
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Edited by:

Saumya Khanduja