The couple looked cool and chic as Jenner, 26, tied her hair back into a braid and wore a white top with a blue sweater tied around her shoulders.
She accessorized with gold earrings and a blue cap, while the Phoenix Suns guard, 25, wore an orange jacket over a white T-shirt.
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They cheered and smiled while sitting in a box on the upper level at Arthur Ashe Stadium in Queens, New York, as 19-year-old Alcaraz of Spain made history, becoming the youngest man ever to win the Grand Slam singles title.
At one point, Jenner and Booker even shared a kiss!
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The couple’s weekend getaway in the Big Apple also included fashion, as they attended the SS23 Marni fashion show together on Saturday.
The Kardashians star opted for a floral knee-length dress with black stockings and knee-high black boots for the event, while the three-time NBA All-Star wore a white shirt and black jeans.
Prior to this trip, the two were spotted together at the “NBA 2K23” game launch event on Friday in Los Angeles.
Jenner was first linked to Booker in 2020. That year, they were spotted road-tripping to Sedona, Arizona.
The pair went Instagram official on Valentine’s Day last year, with Jenner and Booker sharing their very first photos of each other. They later celebrated their one-year anniversary in June 2021.
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In May, the pair was spotted attending Jenner’s sister Kourtney Kardashian’s Italian wedding to Travis Barker.
A month later, news broke that Jenner and Booker had reportedly broken up after two years together, with an insider telling Entertainment Tonight that they were “not on the same page” about their future.
The pair have since sparked reconciliation rumors, however, after being spotted together on numerous occasions, including an adventurous outing on July 31 and a dinner outing in West Hollywood, California, late last month.
In a 2019 interview with Vogue Australia, the supermodel revealed that she was reluctant to reveal too much about her relationships, and how it stems from watching her older sisters navigate the highs and lows of dating in the spotlight.
“A relationship is only meant to be between two people, and the second you make it the world’s business is when it starts messing with the two people mentally,” she explained at the time. “Like once everyone is let in, you’re letting all these opinions into your relationships, and I don’t think that’s fair.”
