Kendall Jenner & Devin Booker: Photos of the Former Couple

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November 22, 2022 2:10PM EST
Devin Booker and Kendall Jenner
Gotham/GC Images

Kendall Jenner and Devin Booker seemingly broke up for good in Nov. 2022, after a brief summer reunion following a Jun. 2022 split. But a February 2024 report claims they’ve rekindled their romance and are taking things “slow.” The duo was first rumored to be dating in Apr. 2020, but didn’t confirm things until going Instagram official at the beginning of 2021 He even attended Kourtney Kardashian’s wedding with the model!

Things looked good for the couple, but in Jun. 2022 their breakup made news. The couple was said to be going in “different directions.” Not long after they were seen spending time together again, but by Nov. 2022, sources revealed things had run their course. Not so, said TMZ in a February 23, 2024 report. They may be back on, though they’re in no rush to make things exclusive.

For a look back at the couple’s best moments so far, click through our gallery.

1 of 27

Kendall Jenner & Devin Booker in Malibu

Kendall Jenner & Devin Booker in Malibu
RMBI / BACKGRID

Here, Kendall and Devin are seen leaving a pet shop in Malibu while out running errands together. They both wore face masks to protect themselves and others from the coronavirus.

August 18, 2020, 7:44AM
2 of 27

Kendall Jenner & Devin Booker at NYFW

Kendall Jenner & Devin Booker at NYFW
Tim Regas / SplashNews.com

Kendall Jenner and Devin Booker sat beside Vogue Editor Anna Wintour during Marni’s New York Fashion Week show in Sep. 2022. It was one of their last sighting together.

November 22, 2022, 1:44PM
3 of 27

Kendall Jenner & Devin Booker PDA

Kendall Jenner & Devin Booker PDA
BACKGRID

Kendall Jenner and Devin Booker were all about the “love” at the 2022 US Open. The two show some PDA as they watch as Casper Ruud of Norway vs Carlos Alcaraz of Spain play in the men’s final match. 

September 12, 2022, 8:56AM
4 of 27

Devin Booker & Kendall Jenner Enjoy Tennis Date

Devin Booker & Kendall Jenner Enjoy Tennis Date
Larry Marano/Shutterstock

Kendall Jenner and Devin Booker watch Casper Ruud Vs Carlos Alcaraz during the Men’s finals at the Arthur Ashe Stadium at the USTA Billie Jean King National Tennis Center. Kendal blended formal and casual together for her outfit. 

September 12, 2022, 8:42AM
5 of 27

Pucker Up

Pucker Up
Larry Marano/Shutterstock

Kendall Jenner and Devin Booker get ready for some “love” at the U.S. Open. The two attended the men’s final of the 2022 tournament, two months after they reconciled. 

September 12, 2022, 8:42AM
6 of 27

Kendall Jenner & Devin Booker Leave Zero Bond

Kendall Jenner & Devin Booker Leave Zero Bond
Fernando Ramales / BACKGRID

Kendall Jenner and boyfriend Devin Booker seen holding hands after attending Fai Khadra’s birthday at Zero Bond in New York City. They looked stylish in coordinating black and white looks. 

September 10, 2022, 4:33PM
7 of 27

Kendall & Devin Match in LA

Kendall & Devin Match in LA
Vasquez-Max Lopes / BACKGRID

Kendall Jenner and Devin Booker wear matching grey shirts in Los Angeles. The couple returned home from Italy, where Kendall’s sister Kourtney Kardashian married Travis Barker.

May 25, 2022, 11:51AM
8 of 27

Kendall & Devin at Kourtney Kardashian & Travis Barker’s Wedding

Kendall & Devin at Kourtney Kardashian & Travis Barker’s Wedding
Cobra Team / BACKGRID

Kendall Jenner was joined by Devin Booker during his sister Kourtney Kardashian’s wedding to Travis Barker in Italy on May 22, 2022. They looked so chic together.

May 22, 2022, 4:18PM
9 of 27

Kendall Jenner & Devin Booker with Stormi Webster

Kendall Jenner & Devin Booker with Stormi Webster
MEGA

Kendall Jenner and Devin Booker are seen with Stormi Webster in Portofino Italy in May, 2022. They were in town to celebrate the wedding of Kourtney Kardashian and Travis Barker. 

May 22, 2022, 1:20PM
10 of 27

Kendall Jenner & Devin Booker Hold Hands in Italy

Kendall Jenner & Devin Booker Hold Hands in Italy
Cobra Team / BACKGRID

Supermodel Kendall Jenner holds hands with her date, boyfriend Devin Booker as they spend the night in Portofino. They were in town to celebrate the wedding of Kourtney Kardashian and Travis Barker.

May 20, 2022, 7:11PM
11 of 27

Kendall Jenner & Devin Booker Run Errands

Kendall Jenner & Devin Booker Run Errands
BACKGRID

Still going strong! Kendall spends time with boyfriend Devin Booker while out running errands in L.A.

April 7, 2022, 10:11PM
12 of 27

Kendall & Devin in Santa Monica

Kendall & Devin in Santa Monica
BACKGRID

Kendall Jenner and NBA boyfriend Devin Booker enjoy a late-night date night at Giorgio Baldi in Santa Monica in Mar. 2022. They were out with Justin and Hailey Bieber for the evening.

March 21, 2022, 9:13AM
13 of 27

Kendall Jenner & Devin Booker Step Out for Lunch

Kendall Jenner & Devin Booker Step Out for Lunch
BACKGRID

Kendall Jenner and her NBA baller boyfriend Devin Booker step out for lunch in SoHo. Kendall kept things casual in flared pants paired with sandals and an unbuttoned shirt. Devin rocked a pair of Converse sneakers and a beige top.

September 12, 2021, 6:20PM
14 of 27

Kendall Jenner & Devin Booker Leave Nobu

Kendall Jenner & Devin Booker Leave Nobu
NGRE / BACKGRID

Kendall Jenner and Devin Booker hold hands after enjoying a dinner date at Nobu Malibu on Aug. 29, 2021. The lovebirds were all dressed up and wore protective face masks for the romantic outing.

August 30, 2021, 11:26AM
15 of 27

Kendall Jenner & Devin Booker Vacation

Kendall Jenner & Devin Booker Vacation
MEGA

Kendall Jenner showcases her toned frame in a bikini during an Italian yacht break in Capri and on the Amalfi coast. She was with her boyfriend Devin Booker.

August 25, 2021, 3:12PM
16 of 27

Kendall and Devin on a Yacht

Kendall and Devin on a Yacht
Ciao Pix / BACKGRID

Kendall Jenner & Devin Booker On A Yacht spend some time together on a yacht in Sardinia. They took a vacation there in Italy 2021 with some friends.

August 20, 2021, 1:53PM
17 of 27

Kendall Jenner & Devin Booker in Sardinia

Kendall Jenner & Devin Booker in Sardinia
Ciao Pix / BACKGRID

Kendall Jenner wraps an arm around Devin Booker as they vacation together in Italy. The two spent Aug. 20, 2021 on a yacht.

August 20, 2021, 1:54PM
18 of 27

Kendall Jenner and Devin Booker Leaving Carbone

Kendall Jenner and Devin Booker Leaving Carbone
T.JACKSON / BACKGRID

Kendall Jenner and Devin Booker spotted leaving Carbone and headed to Zero Bond in New York City on April 24, 2021. The model wore a head-to-toe camel ensemble.

April 25, 2021, 10:53AM
19 of 27

Kendall Jenner & Devin Booker in West Hollywood

Kendall Jenner & Devin Booker in West Hollywood
BACKGRID

Kendall Jenner and Devin Booker are spotted enjoying a romantic date night out in West Hollywood. The supermodel cut a casual figure in a white tank top and high waisted jeans.

October 4, 2020, 5:06PM
20 of 27

Devin Booker Leaves Soho House

Devin Booker Leaves Soho House
GAMR/NEMO / BACKGRID

Kendall Jenner and Devin Booker leave Soho House after having dinner together. The pair cut casual figures as they left the celebrity hot spot.

September 7, 2020, 9:29AM
21 of 27

Kendall Jenner in Malibu

Kendall Jenner in Malibu
GAMR/NEMO / BACKGRID

Kendall Jenner and Devin Booker have dinner together at SoHo House in Malibu. The pair are spotted dressed in casual attire, as they leave the celeb hotspot. 

September 7, 2020, 9:29AM
22 of 27

Kendall Jenner & Devin Booker Wearing Masks

Kendall Jenner & Devin Booker Wearing Masks
GAMR/NEMO / BACKGRID

Kendall Jenner and Devin Booker walking outside of SoHo House in Malibu. They wore face masks and didn’t look at cameras. 

September 7, 2020, 9:29AM
23 of 27

Kendall Jenner & Devin Booker at Nobu with Kylie Jenner

Kendall Jenner & Devin Booker at Nobu with Kylie Jenner
GAMR/NEMO / BACKGRID

Kendall Jenner and Devin Booker step out for a lunch date at Nobu in Malibu. The pair were also joined by her sister Kylie Jenner.

September 5, 2020, 10:20PM
24 of 27

Kendall Jenner on a Date With Devin Booker

Kendall Jenner on a Date With Devin Booker
BACKGRID

Kendall Jenner stuns in a silk red two piece fit by Staud while on a hot date with Devin Booker! The two lovebirds are seen leaving dinner at Giorgio Baldi in Santa Monica.

September 5, 2020, 9:39AM
25 of 27

Kendall Jenner & Devin Booker Out With Friends

Kendall Jenner & Devin Booker Out With Friends
BACKGRID

Kendall Jenner and Devin Booker share an evening together at Soho House Malibu with friends. The pair arrived with Devin’s dog. They had their temperature’s checked upon entering the building.

September 5, 2020, 9:39AM
26 of 27

Kendall Jenner & Devin Booker on a Date in Santa Monica

Kendall Jenner & Devin Booker on a Date in Santa Monica
BACKGRID

Blossoming new couple, Kendall Jenner and Devin Booker as seen sneaking out of a dinner date in Santa Monica. The two look stylish as the spent the evening enjoying their romantic date night.

August 22, 2020, 9:36AM
27 of 27

Kendall Jenner and Devin Booker Leave a Date Night Together

Kendall Jenner and Devin Booker Leave a Date Night Together
BACKGRID

Kendall Jenner and Devin Booker walking outside after enjoying dinner together. They looked relaxed and comfortable together. 

August 22, 2020, 9:36AM