In the high-stakes, hyper-public universe of Hollywood and professional sports, few pairings have captured the internet’s attention like supermodel Kendall Jenner and Phoenix Suns NBA superstar Devin Booker. The romance between Kendall Jenner and Devin Booker has been a fascinating multi-year saga of low-key devotion, high-fashion court appearances, private getaways, and surprising plot twists.
From pandemic road trips to private ski trips in Aspen, their off-and-on love story remains one of the most intriguing chapters in modern celebrity culture.
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Road Trip Whispers
The initial Kendall Jenner and Devin Booker rumors sparked in April 2020 during the early height of global quarantine. TMZ published photos of the runway icon and the All-Star guard taking a scenic road trip together from Los Angeles to Sedona, Arizona, in his Mercedes Maybach.
At the time, sources close to the inner circle insisted they were merely long-time mutual friends within the same social network. However, as the duo continued to be spotted around Malibu and California beach towns throughout the spring of 2020, fans quickly suspected that their connection was evolving into something much deeper.
Social Media Banter: Kendall Jenner and Devin Booker flirt
By mid-2020, the pair took their subtle chemistry to social media, kicking off an era of playful banter that delighted pop-culture sleuths. The Kendall Jenner and Devin Booker flirt dynamic truly caught fire in August 2020 when Kendall posted a glowing selfie captioned simply with a single strawberry emoji.
Devin quickly dropped into her comment section, replying: “I like strawberries,” to which Kendall playfully responded with three strawberry emojis. Shortly after, the pair was spotted out on double dates with close celebrity friends Justin and Hailey Bieber, signaling that their low-key summer romance was picking up momentum behind closed doors.
Going Public and Making It Official: Kendall Jenner and Devin Booker Relationship
After nearly a year of keeping their connection strictly private, the couple officially hard-launched the Kendall Jenner and Devin Booker relationship on Valentine’s Day in February 2021.
Kendall shared a candid photo on her Instagram Stories showing her laughing on a kitchen counter with Devin laying on top of her, while Devin posted a sweet sunset clip of Kendall playing with his dog, Haven. By June 2021, they celebrated their one-year anniversary, sharing rare vacation photos with fans. During The Kardashians reunion special hosted by Andy Cohen that same month, Kendall famously confirmed the relationship on TV, stating succinctly: “He’s my boyfriend.”
| Milestone | Date / Context |
| First Spotted Together | April 2020 (Sedona, Arizona Road Trip) |
| Instagram Official | February 14, 2021 (Valentine’s Day Post) |
| One-Year Anniversary | June 2021 (Shared romantic anniversary photos) |
| Public Confirmation | June 2021 (Keeping Up With the Kardashians Reunion Special) |
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Peer Dynamics and Shared Milestones: Age Gap
Fans looking back at this NBA-meets-fashion pairing often wonder about the Kendall Jenner and Devin Booker age gap.
Kendall Jenner was born on November 3, 1995, while Devin Booker was born on October 30, 1996. This creates an age gap of less than one year (roughly 11.5 months), with Kendall being slightly older.
Because they are essentially generational peers, their dynamic was built on a balanced understanding of each other’s career pressures. Both reached the apex of their respective industries in their early twenties, Kendall as the world’s highest-paid supermodel and Devin as an elite NBA superstar, allowing them to give each other space for career growth while maintaining deep mutual respect.
Career Priorities and Space: Kendall Jenner and Devin Booker breakup
Despite their undeniable connection, balancing two world-class schedules proved challenging. The initial Kendall Jenner and Devin Booker breakup occurred in June 2022 after attending Kourtney Kardashian and Travis Barker’s Italian wedding together, with sources noting they felt they were on different paths.
Though they quietly reconciled later that summer, the pair called it quits again in October 2022 due to grueling travel commitments.
“They both have incredibly busy schedules right now with their careers and they’ve decided to make that a priority… They have a lot of love and respect for each other.”
— A source close to the couple following their late 2022 split.
Following the split, Kendall briefly moved on to a high-profile, year-long romance with global music sensation Bad Bunny through 2023. However, as that chapter quietly closed, destiny brought Kendall and Devin back into the same social orbit once again.
Rekindled Chemistry and Current Status: Now
Looking at where Kendall Jenner and Devin Booker now stand, the fan-favorite couple has officially come full circle.
- Full Reconciliation: After being spotted hanging out in the same VIP box at the 2024 Super Bowl and enjoying private dinners in NYC and Miami, the pair formally rekindled their relationship.
- Aspen Getaways & Private Dates: The duo was snapped looking extremely cozy on Valentine’s Day weekend during a winter getaway to Aspen, Colorado, wearing matching beanies and ski goggles at a local bistro. Insiders close to the pair confirm they are “fully back together” and “very solid,” preferring to keep the renewed romance largely away from paparazzi cameras while focusing on their genuine bond.
From an accidental pandemic road trip to a mature, enduring connection, Kendall Jenner and Devin Booker prove that some bonds are strong enough to withstand distance, public scrutiny, and time.
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