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Kendall Jenner and Devin Booker’s relationship has long been a masterclass in modern celebrity romance—private yet headline-grabbing, fleeting yet enduring. Despite years of splits, reconciliations, and overlapping flirtations (looking at you, Bad Bunny), the supermodel and NBA star are still the talk of Tinseltown. Sources now confirm the pair is “very much together,” but their journey to this moment? A rollercoaster of passion, pauses, and PDA.
From courtside to cloud nine: Inside their latest rekindling
Fresh off a cozy Valentine’s getaway in Aspen, where the duo was spotted at the chic Cloud Nine Alpine Bistro, Kendall Jenner and Devin Booker are leaning into their latest chapter.
“They’re very touchy-feely when they’re with friends,” an insider spills, referencing a recent New York dinner party where the couple was seen “making out and being very affectionate.” Though Jenner, 29, famously guards her privacy, those close to her say she’s smitten. “Kendall thinks Devin is really funny, and they seem very solid right now,” the source adds. (As per US Weekly)
This isn’t their first rodeo, of course. The pair first sparked rumors in 2020, dancing between casual hookups and Instagram-official moments (remember Jenner’s kitchen-counter cuddle post?). Splits in 2022 and 2023 were chalked up to “focusing on themselves,” but reconciliation always followed. “They’re back to a good place and really happy,” a confidant shared during a past reunion.
Bad bunny, Devin Booker Booker, and Kendall Jenner’s ‘single era’ dilemma
Complicating their saga? Jenner’s brief rekindling with rapper Bad Bunny in 2024. Though their summer fling fizzled by fall, sources say Jenner saw “nothing wrong” with exploring options. “She wasn’t ready to be tied down,” an insider notes, hinting at her preference for freedom. Yet Booker’s pull seems undeniable. Even amid the Bunny buzz, Jenner kept circling back to the Phoenix Suns star, whom she’s “really attracted” to.
Their dynamic thrives on low-key moments: think handwritten notes over flashy dates. Unlike sister Kylie’s very public romance with Timothée Chalamet, Kendall Kendall Jenner and Devin Booker opt for intimacy. “They like to keep things private,” a pal explains—though their friends “secretly hope” they’ll finally commit.
Will this time stick? The engagement question
With both stars currently off-season (Jenner’s wrapped her modeling gigs; Booker’s NBA schedule is paused), the duo is soaking up “us time” in Kansas City. But could this calm lead to forever? Sources hint Jenner’s open to it, but Booker’s career crossroads loom. After his team’s recent playoff exit, he’s “reconsidering retirement,” a decision that could fast-track—or delay—their future.
For now, fans are left reading between the lines: stolen kisses in NYC, Aspen ski trips, and Jenner’s coy grin at a recent Calvin Klein show. Whether this chapter ends in vows or another hiatus, one thing’s clear—Kendall Jenner and Devin Booker’s love story is anything but predictable.
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