Phoenix Suns shooting guard Devin Booker has become as well-known for his high-profile relationship with supermodel Kendall Jenner as he is for his basketball prowess. The 28-year-old NBA star’s romantic life has been a constant source of fascination for fans and media alike, particularly his tumultuous on-and-off relationship with the reality TV star and fashion icon.
Current Relationship Status: Back Together with Kendall Jenner
As of February 2025, Devin Booker is reportedly dating Kendall Jenner once again, marking their third attempt at making their relationship work. The couple, who first began dating in 2020, have had a notoriously complicated romantic timeline filled with breakups, reconciliations, and periods of uncertainty. Sources close to the couple confirm they are “very much together” and appear “very solid right now,” with insiders noting that “Kendall thinks Devin is really funny.”
The rekindling of their romance became public knowledge in February 2025 when the pair was spotted together during Valentine’s Day weekend in Aspen, Colorado. Photos shared on social media showed them bundled up in winter gear, enjoying a cozy meal at the Cloud 9 Alpine Bistro. This romantic getaway came after months of speculation about whether the former couple had reconnected following their previous split.
The Complete Kendall Jenner and Devin Booker Timeline
Early Days and First Connection (2018-2020)
Devin Booker and Kendall Jenner first met around 2018 through mutual friends, but their relationship remained platonic for nearly two years. The first public indication of a potential romance came in April 2020 when they were spotted on a road trip to Sedona, Arizona, during the early days of the COVID-19 pandemic. At the time, sources insisted they were merely friends hanging out within a small social circle that was following social distancing guidelines.
Official Romance Begins (2020-2021)
By June 2020, speculation intensified when the pair were seen getting into the same car after dinner at celebrity hotspot Nobu. Their relationship became more apparent in July 2020 when both posted Instagram photos from what appeared to be the same vacation, though they maintained their privacy about the nature of their connection.
The couple finally went Instagram official on Valentine’s Day 2021, sharing adorable photos of each other on their respective Instagram stories. This marked a rare public acknowledgment of romance from Jenner, who typically keeps her personal life extremely private.
First Breakup and Reconciliation Attempts (2022)
After nearly two years of dating, reports emerged in June 2022 that Booker and Jenner had decided to take a break from their relationship. Sources indicated that “Kendall feels like they’re on different paths” and that while they had discussed their future, “they are not on the same page.” The split was reportedly attributed to their demanding schedules and different life priorities.
However, the breakup wasn’t permanent. The couple was seen together at various events throughout 2022, including Kourtney Kardashian’s wedding in May 2022. Their final split occurred in October 2022, again citing busy schedules as the primary reason for their separation.
Kendall’s Relationship with Bad Bunny
Following her split from Booker, Jenner began dating Puerto Rican rapper Bad Bunny in February 2023. Their relationship quickly became one of the most talked-about celebrity romances, with the couple making several public appearances together. However, their romance was also marked by instability – they broke up in December 2023, briefly rekindled in May 2024, and ultimately ended things again by September 2024.
During Jenner’s relationship with Bad Bunny, she and Booker maintained some level of connection. They were spotted at the same events, including the 2024 Super Bowl where both were present in the same VIP suite, and at the 2024 Olympics gymnastics finals, though they were seated at opposite ends of the stadium.
Recent Reconciliation and Current Status
September 2024: First Signs of Reunion
The first concrete evidence of a potential reconciliation came in September 2024 when DeuxMoi posted a fan-captured photo of Jenner and Booker having dinner together at The Surf Club Restaurant in Miami. The timing was significant as it showcased Jenner’s fresh blonde hairstyle, confirming the photo was recent.
February 2025: Official Confirmation
The relationship was officially confirmed in February 2025 when sources revealed to Us Weekly that the couple had fully rekindled their romance. The confirmation came alongside reports of their Valentine’s Day weekend in Aspen, where they were photographed looking cozy and affectionate.
According to insiders, the couple has been keeping their relationship more private this time around, though they’re “very touchy-feely when they’re with friends.” They were reportedly seen “making out and being very affectionate” at a friend’s dinner party in New York City.
Other Dating Rumors and Speculation
While Booker’s relationship with Jenner dominates headlines, there have been occasional rumors linking him to other women. In April 2025, fans speculated about a potential romance between Booker and social media influencer Molly Murphy after they were seen together at the Stagecoach music festival. Photos showed them in what appeared to be a warm embrace, though neither party confirmed any romantic involvement.
However, these rumors appear to have been short-lived, as sources continue to confirm that Booker remains committed to his relationship with Jenner.
What Makes This Relationship Work (This Time)
Shared History and Understanding
After five years of knowing each other and multiple attempts at making their relationship work, both Booker and Jenner seem to have developed a deeper understanding of each other’s needs and lifestyles. Their shared experience of being in the public eye while trying to maintain privacy has created a unique bond between them.
Keeping Things Casual
Sources suggest that this latest reconciliation is being approached more casually than their previous attempts. This relaxed approach may be allowing both parties to enjoy their connection without the pressure that may have contributed to their earlier breakups.
Mutual Respect and Friendship
Even during their periods apart, Booker and Jenner have maintained a level of respect and friendship that has allowed them to reconnect multiple times. This foundation of genuine friendship appears to be serving them well in their current romantic reunion.
Looking Forward
As of June 2025, Devin Booker and Kendall Jenner appear to be in a stable and happy relationship, though they continue to maintain their preference for privacy. Their ability to navigate the challenges of celebrity relationships while maintaining their individual careers suggests a maturity that may serve them well moving forward.
Whether this third attempt at romance will prove to be their lasting connection remains to be seen, but their current status suggests they’ve learned from their past experiences and are approaching their relationship with renewed commitment and understanding.
