Did Kendall Jenner, Devin Booker break up again? The latest in their relationship timeline

More than two years after model Kendall Jenner and Phoenix Suns shooting guard Devin Booker debuted their relationship on a road trip to Sedona, the couple appears to have called it off, according to news reports.

Though the couple was posting about each other on Instagram as of Booker's birthday on Oct. 30, People reported on Nov. 21 that he and Jenner "ended their relationship last month due to their demanding jobs." Neither has publicly confirmed or denied the news, which came five months after reports that they broke up over the summer.

Here is a look back at the major developments in Kendall Jenner and Devin Booker's relationship since 2020.

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April 2020: The first sighting: a trip to Sedona

Among the things Arizona can boast about is being the place where Jenner and Booker were first spotted together in public. TMZ reported on their Sedona road trip in April 2020, during which they were seen getting back on the road after a bathroom break.

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Though other celebrities, including Jenner's sister Kourtney Kardashian, publicized their late-summer trips to Sedona, the couple did not share their outing on social media.

Several months later, after frequent sightings together, they reportedly joined Justin and Hailey Bieber's vacation in Idaho.

October 2020: Booker joins the Kardashian 'inner circle'

As of October 2020, Booker has been accepted as part of the Kardashian family's "inner circle."

That quote is courtesy of Kim Kardashian herself in a post she shared on Instagram with photos from her private island birthday getaway in October, which Booker attended.

Several fans spotted Devin Booker in the background of one of the photos Kim Kardashian posted of her private island birthday party.
Several fans spotted Devin Booker in the background of one of the photos Kim Kardashian posted of her private island birthday party.

"I surprised my closest inner circle with a trip to a private island where we could pretend things were normal just for a brief moment in time," she'd written in the caption.

Shortly after that trip, which sparked widespread criticism of Kardashian on social media, Jenner hosted a Halloween party in West Hollywood, California, which reportedly required rapid COVID-19 testing for all attendees and employees. Later, Jenner posted pictures with her guests, including Booker, on Instagram.

Theirs was the fifth of six images she included in the post.

February 2021: Kendall and Devin become Instagram official

Ten months after their first public outing, Jenner and Booker confirmed their relationship in honor of Valentine's Day.

Their heart emoji tributes to each other were published in their ephemeral Instagram Stories, but People.com chronicled each post for posterity. Jenner put up a picture of herself laughing as they lay on a countertop together, accompanied by a white heart emoji.

Booker opted for an orange heart emoji over a photo of them napping with a dog on a blanket in a grassy area.

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February 2021: Kendall Jenner is spotted at Phoenix Suns games

Jenner has been spotted showing her support for Booker at a number of Suns games. In February 2021, she took a socially distanced selfie with an Arizona State University student at a game against the Brooklyn Nets, which the Suns lost.

Apr 26, 2021; New York, New York, USA;  Kendall Jenner attends the game between the New York Knicks and the Phoenix Suns at Madison Square Garden. Mandatory Credit:  Elsa/POOL PHOTOS-USA TODAY Sports
Apr 26, 2021; New York, New York, USA; Kendall Jenner attends the game between the New York Knicks and the Phoenix Suns at Madison Square Garden. Mandatory Credit: Elsa/POOL PHOTOS-USA TODAY Sports

She was photographed at a New York Knicks-Suns game at Madison Square Garden on April 26, 2021. After a brutal losing streak on the road, the Suns beat the Knicks 118-110, with the two-time All-Star Booker scoring 33 points.

Jenner attended a number of games during the NBA Finals and coordinated outfits to match the occasions, including a vintage Suns jacket, orange pants and Booker jersey.

Unfortunately, the team spirit was not enough to snag the Suns a series win; they fell to the Milwaukee Bucks in Game 6. Booker earned a major win later in the summer when Team USA brought home a gold medal during the 2021 Olympics in Tokyo.

June 2021: Jenner said relationship with Booker is 'a private matter'

During a "Keeping Up With the Kardashians" reunion episode called "The Final Curtain Part 2," Jenner was asked about her proclivity for basketball players.

Though she acknowledged she has a "type," she retorted, "I actually don't only date basketball players, if anyone's ever done their research."

"I'm also a genuine basketball fan," Jenner added.

She explained that seeing her sisters' lives used as fodder for public discourse influenced her to be more private about her romantic relationships.

"I think it makes my life a lot easier and our relationship a lot better, to be completely honest. I just feel like it's a private matter; it's not really for anybody else to judge or know," she said.

As for Booker, she confirmed: "He is my boyfriend."

September 2021: Booker and Stormi have 'an amazing relationship'

On "The Tonight Show Starring Jimmy Fallon," the host asked Jenner whether her boyfriend helps with her babysitting duties, as the model revealed that she has 18 nieces and nephews.

"He loves them," Jenner told Fallon in the Sept. 14 episode. "Him and (niece) Stormi have an amazing relationship. She has the biggest crush on him, and I'm, like, jealous sometimes."

She also shared that Booker takes basketball "way too seriously" off the court, even when playing hoops in the pool among friends.

"I had the ball, and he was guarding me, and it was a whole thing. He actually ended up cutting my hand open with his nail," she said.

Kendall Jenner's photo with Devin Booker wearing a gold band in a Jan. 2, 2022, Instagram post caused speculation that the couple had gotten married.
Kendall Jenner's photo with Devin Booker wearing a gold band in a Jan. 2, 2022, Instagram post caused speculation that the couple had gotten married.

January 2022: Fans speculate whether Devin and Kendall are married

On Jan. 2, Jenner shared with her 210 million Instagram followers how she had rung in the New Year: apparently in a cabin with Booker, some wine and, of course, her own 818 Tequila.

The fifth in the series of photos caught some people's eyes. In it, the duo is posing for a mirror selfie with Booker's ringed hand clutching a glass of red wine.

The gold band on his ring finger triggered comments about the couple possibly being married.

Though neither has addressed the rumor — or the comments wondering whether the post was a subtle pregnancy announcement — there is one minor issue with the speculation. Since the image is of the two of them in a mirror, their visible hands are their right hands.

Haley Bieber, center, and Kendall Jenner watch during the first half of an NBA basketball game between the Los Angeles Lakers and the Phoenix Suns Friday, Oct. 22, 2021, in Los Angeles. (AP Photo/Marcio Jose Sanchez) ORG XMIT: LAS213
Haley Bieber, center, and Kendall Jenner watch during the first half of an NBA basketball game between the Los Angeles Lakers and the Phoenix Suns Friday, Oct. 22, 2021, in Los Angeles. (AP Photo/Marcio Jose Sanchez) ORG XMIT: LAS213

February 2022: Double-date with the Biebers at the Super Bowl

At the star-studded Super Bowl LVI, the Los Angeles Rams beat the Cincinnati Bengals at SoFi Stadium. Jenner and Booker were among the celebrities in attendance and were pictured enjoying the game with Justin and Hailey Bieber.

Kendall, left, and Kylie Jenner watch during the second half of an NBA basketball game between the Los Angeles Clippers and the Phoenix Suns Wednesday, April 6, 2022, in Los Angeles. (AP Photo/Mark J. Terrill)
Kendall, left, and Kylie Jenner watch during the second half of an NBA basketball game between the Los Angeles Clippers and the Phoenix Suns Wednesday, April 6, 2022, in Los Angeles. (AP Photo/Mark J. Terrill)

April 2022: Kendall and Kylie Jenner support Booker before the NBA Playoffs

Amidst doing promotion for her family's new Hulu show "The Kardashians," Jenner and her sister, Kylie, were spotted courtside at the Suns-Clippers game in Los Angeles on April 6. Unfortunately, the sisters did not witness a win for Phoenix, who lost 109-113.

June 2022: Did Kendall Jenner and Devin Booker break up?

Entertainment Tonight reported on June 22 that, according to unnamed sources, Jenner and Booker had called it quits as a couple.

However, the two seemed to be on good terms; they continued to interact on social media and were pictured meeting up in Malibu after the news broke. The normally coy couple didn't directly address the rumors on their social media accounts.

A representative for Booker did not respond to The Arizona Republic's request for comment.

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July 2022: Are those Devin Booker's hands?

After multiple reported sightings over several weeks, Jenner posted a photo to her Instagram Story showing her in a floor-length gown with someone in a suit standing behind her. Both faces are out of frame.

The hand resting on her hip has caused sleuths to take to Google searching for pictures of Booker's hands. Indeed, there appears to be a gold band on the ring finger of the right hand — which Booker often sports when he's not playing for the Suns — in the mirrored image.

Footage sourced by fans from the wedding that Jenner attended seem to confirm that Booker was indeed at the event, too.

NEW YORK, NEW YORK - SEPTEMBER 11: Devin Booker and Kendall Jenner look on during the Men's Singles Final match between Casper Ruud of Norway and Carlos Alcaraz of Spain on Day 14 of the 2022 US Open at USTA Billie Jean King National Tennis Center on Sept. 11, 2022 in the Flushing neighborhood of the Queens borough of New York City.
NEW YORK, NEW YORK - SEPTEMBER 11: Devin Booker and Kendall Jenner look on during the Men's Singles Final match between Casper Ruud of Norway and Carlos Alcaraz of Spain on Day 14 of the 2022 US Open at USTA Billie Jean King National Tennis Center on Sept. 11, 2022 in the Flushing neighborhood of the Queens borough of New York City.

September 2022: Kendall and Devin attend Fashion Week, US Open

Jenner and Booker haven't been shy about being seen together this summer despite the breakup reports.

Among the places they've been photographed are high-profile events such as New York Fashion Week and the U.S. Open. On Sept. 10, they joined Doja Cat and Madonna front row at Marni's New York Fashion Week show. The next day, they attended Day 14 of the U.S. Open together.

Hopefully they're enjoying their time together before the 2022-23 NBA season starts.

November 2022: Devin and Kendall have broken up again, reports say

According to People and Us Weekly, Booker and Jenner called it off again in October (though they were posting about each other through Oct. 30, Booker's birthday). The news comes five months after their previous rumored breakup.

Neither has publicly commented as of Nov. 22. But if true, the two seem to have come full circle from their April 2020 trip to Sedona: One of the couple's last rips was to Flagstaff, according to Booker's Instagram Story.

Breakup 2.0:What we know about Kendall and Devin's reported fall 2022 breakup

Reach the reporter at kimi.robinson@gannett.com or at 602-444-4968. Follow her on Twitter @kimirobin and Instagram @ReporterKiMi.

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This article originally appeared on Arizona Republic: Kendall Jenner, Devin Booker break up again: Relationship timeline