Keeping Up with Kendall Jenner and Devin Booker’s Relationship

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Keeping up with the Kardashians is a tricky habit of pop culture. But it’s a thing and it can be a fun one, especially if you’re a fan that keeps up with their crazy love lives.

Take Kendall Jenner for example. News outlets recently announced that the supermodel got back with her then ex-boyfriend Devin Booker. Kendall Jenner and her Phoenix Suns lover had been on the news lately due to the confusing status of their relationship: they broke up but they were seen together in the Hamptons. So, what gives?

The on-again-off-again nature of Kendall Jenner and Devin Booker’s relationship has got us hooked. But let’s be honest — we were already invested in them from the moment that they got together.

Devin Booker and Kendall Jenner: A Relationship Timeline

devin booker and kendall jenner
Keeping Up with Devin Booker and Kendall Jenner (Photo from Pinterest)

Kendall Jenner has dated a few men before Booker (five to be exact, especially if you include Harry Styles). But she always seemed to be the most single when compared to her sisters, most of who are in long-term relationships. So in 2021, fans continued to wonder if the supermodel was dating anyone. They even tried to pair her off with other celebrities.

Kendall put a stop to the talk when she finally went Instagram official with Devin Booker on Valentine’s Day 2021. Since then, the celebrity couple has been teasing audiences with their adorable relationship.

The history between Kendal Jenner and Devin Booker is a long one. It’s an on-again, off-again tale that makes one wonder “Will they stay together? Will they get tattoos of each other? Or will they break up?”

So, buckle up as we drive through the timeline of their relationship.

April 2020: The Sedona Roadtrip

The NBA star and supermodel first sparked dating rumors when they were first seen on a road trip to Sedona, Arizona. People magazine reported that the pair was not yet dating during this time, but the sparks were there. Jenner and Booker shared plenty of mutual friends, which made them friends quickly.

June 2020: They Become Official (in Secret)

Rumors claim that the pair became an official couple in June 2020, which the couple confirmed when they posted their first anniversary posts on Instagram.

September 2020: A Double Date with the Biebers

Booker and Jenner enjoyed an Idaho Lake trip with their married friends Justin and Hailey Bieber in September 2020. The supermodel even shared snaps from the trip with an IG photo dump captioned “I love lakes.”

October 2020: Kim’s Birthday Party

Jenner’s plus-one to her sister Kim’s birthday bash (which was held on a private island. A controversial birthday party that was) was the Phoenix Suns basketball player. Eagle-eyed fans spotted the couple in the background of Scott Disick’s Instagram posts on the event.

November 2020: Happy Birthday, Kendall!

Kendall threw a star-studded birthday party for herself. Her Halloween 25th birthday bash was well-attended and also included her boyfriend. She later shared photos of the night, with one photo showing her cozying up with Booker.

January 2021: Booker Shows Off His Boo

Come 2021, the pair started to be more comfortable with showing off each other in public. Booker made the first move by reposting one of Jenner’s sexy bikini photos on his Instagram stories. He captioned it “Whew,” and added a sweating face emoji for good measure.

February 2021: They Become IG Official

After months of not confirming their relationship with the public, the pair finally confirms their status on Valentine’s Day by sharing PDA-filled photos on their Instagram accounts. Kendall posted a photo of her and the basketball player smiling and cuddling. She only added a white heart and tagged Booker on the story.

For his part, Booker posted a video of the model playing with her dog. His next story was a photo of them sleeping as Jenner’s dog cuddles with them. Like his girlfriend, he only added a heart emoji (an orange one).

July 2021: Kendall Supports Booker at the NBA Finals

Jenner shows her support for her boyfriend by attending the NBA Finals. She was seen cheering on him while sharing hugs and kisses in the middle of quarters. She also made it a point to always watch his games, whether or not she could be there in person.

August 2021: They Go to Italy

The celebrity couple takes a break and jets off to Italy for a romantic retreat. The pair enjoyed an excursion on a yacht, strolls on the streets and evenings in Capri.

November 2021: Booker Shares a Birthday Tribute

It’s Kendall’s birthday again, but this time they are publicly official. The athlete pays a tribute to his supermodel lover by posting a series of photos on his IG stories. One of the photos he shared was a candid shot of them at dinner with a focus on Kendall.

December 2021: Booker Joins the Kardashian Ginger Bread Tradition

Kendall Jenner takes things to the next level with Devin Booker by inviting him to the Kardashian’s annual Christmas tradition of baking and building gingerbread houses. Her mother, Kris Jenner, even added the athlete’s name to her gingerbread house.

January 2022: They Welcome the New Year by Enjoying a Trip Together

The couple ushered in the New Year by going on an intimate trip to an unknown location. The model shared photos of her trip on Instagram.

May 2022: They Attend the Kravis Wedding Together

Jenner and Booker, with the rest of the Kardashian-Jenner clan, flew to Italy to attend the extravagant wedding of Kourtney Kardashian and Travis Barker. The pair were seen holding hands as they made their way to Ristorante Puny in Portofino.

June 2022: They Split Up

Despite the cozy photos seen in Italy, the couple reportedly split up, according to Entertainment Tonight. The magazine reported that after returning from Italy, the pair realized that they were in different places in life. When it comes to their futures, they didn’t agree on what they wanted their tomorrow to look like.

Other sources claimed that the couple had “hit a rough patch” and were broken up for more than a week.

Despite the news of their breakup, there were rumors that they would eventually reconcile or that they weren’t actually broken up.

Is Devin Booker Still Dating Kendall Jenner?

As of July 2022, it seems as if Devin Booker and Kendall Jenner are back together. Earlier in July, Jenner was spotted with her basketball player boyfriend as they strolled around LA. She wore an oversized Phoenix Suns t-shirt. Hours later, Jenner expresses her support for the basketball player by sharing his NBA 2K23 poster on her Instagram story.


The Kendall Jenner and Devin Booker story has been more than a year of ups and downs. Like the Kardashians, keeping up with them can be tricky, but fans can only hope and pray that all will go well for the supermodel and her basketball player boyfriend.

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