The On-Again, Off-Again Romance of Kendall Jenner and Devin Booker

Kendall Jenner and Devin Booker have become one of the most talked-about couples in the celebrity world, captivating fans with their high-profile, on-and-off romance. Their relationship has been a rollercoaster ride filled with public outings, social media confirmations, and multiple breakups, leaving fans both intrigued and invested in their journey.

Key Takeaways

• Initial Rumors: The couple first sparked dating rumors in April 2020.
• Instagram Confirmation: They confirmed their relationship in February 2021 with affectionate posts.
• High-Profile Outings: The duo enjoyed several lavish trips, including a romantic getaway to Italy.
• Breakups and Reconciliations: They experienced multiple splits, notably in June and October 2022.
• Current Status: As of 2025, they are together for a third time.

Relationship Timeline

April 2020: Romance Rumors Begin

Kendall Jenner and NBA star Devin Booker first drew public attention when they were spotted on a road trip together during the pandemic. Photos released by TMZ fueled speculation about their relationship, although sources initially claimed they were just friends within a tight-knit social circle.

June 2020: Dinner Dates

By June 2020, the couple was seen leaving the celebrity hotspot Nobu in Malibu together, marking the official start of their romantic relationship. Their outings became more frequent, and fans began to take notice.

July 2020: Social Media Clues

In July, both Kendall and Devin shared Instagram posts from what appeared to be the same getaway, further hinting at their budding romance. Their social media activity became a subtle way to confirm their relationship without making a formal announcement.

August 2020: Flirty Exchanges

The couple’s playful banter on social media continued, with Devin commenting on Kendall’s selfie, which led to a flurry of strawberry emojis from Kendall. This light-hearted exchange delighted fans and showcased their chemistry.

October 2020: Family Events

During Kim Kardashian’s 40th birthday celebration, Kendall and Devin were spotted together, adding to the growing evidence of their romance. Their presence at family events indicated that their relationship was becoming more serious.

February 2021: Instagram Official

The couple made their relationship Instagram official in February 2021, sharing affectionate photos that delighted fans. This marked a significant step in their relationship, as both had previously kept their romance relatively private.

April 2021: Public Appearances

With their relationship now confirmed, Kendall and Devin began making public appearances together, drawing attention from fans and media alike. Their outings were a mix of casual dates and high-profile events.

June 2021: First Anniversary

On June 13, 2021, the couple celebrated their first anniversary with sweet Instagram posts. Kendall shared a photo of them cuddling, while Devin posted a series of images capturing moments from their year together.

June 2021: Living Together?

Reports surfaced suggesting that Kendall and Devin were practically living together, indicating a deepening of their relationship. Sources claimed they respected each other’s careers while making time for one another.

September 2021: Romantic Getaway in Italy

The couple enjoyed a romantic trip to Italy over Labor Day weekend, sharing intimate moments on social media. This getaway provided fans with a glimpse into their private life, showcasing their affection for one another.

October 2021: Courtside PDA

Kendall and Devin were spotted sharing a sweet kiss during a Phoenix Suns game, further solidifying their status as a couple. Their public displays of affection were well-received by fans, who admired their chemistry.

November 2021: Birthday Tributes

Both Kendall and Devin celebrated each other’s birthdays with heartfelt tributes on social media, reinforcing their bond. Their posts highlighted the love and admiration they had for one another.

January 2022: Cozy Getaway

At the start of 2022, Kendall shared photos from a cozy farmhouse retreat with Devin, sparking engagement rumors due to a gold band seen on Devin’s hand. Fans speculated about the couple’s future, eager for updates.

May 2022: Kourtney Kardashian’s Wedding

The couple was spotted sharing tender moments during Kourtney Kardashian’s wedding festivities, giving fans a rare, unfiltered look at their relationship. Their affectionate behavior suggested that they were still going strong.

June 2022: Reports of a Breakup

In June 2022, reports emerged that Kendall and Devin had hit a rough patch and decided to take a break. Sources indicated that they still cared for one another but needed space to focus on their individual careers.

June 2022: Reconciliation Rumors

Just a week after breakup reports, Kendall and Devin were seen together again, sparking speculation about a reunion. Eyewitnesses noted their happy demeanor, suggesting that they were working on their relationship.

July 2022: Supporting Each Other

Kendall publicly supported Devin’s basketball achievements, further indicating that they were still in each other’s lives despite the breakup rumors. Their interactions on social media hinted at a rekindling of their romance.

November 2022: Another Split

Despite their earlier reconciliation, reports in November suggested that Kendall and Devin had parted ways again, citing their busy schedules as a primary reason. However, sources noted that they still had love and respect for one another.

February 2024: Rekindling Rumors

Over a year after their split, Kendall and Devin were linked again in February 2024 when they were spotted together at the Super Bowl. Although they were not photographed together, their presence in the same box sparked rumors of a rekindled romance.

February 2025: Back Together for a Third Time

As of February 2025, reports confirmed that Kendall and Devin were "very much together" again. Sources indicated that they had found a solid footing in their relationship, with both enjoying each other’s company and sharing public displays of affection.

FAQs

Who is Devin Booker?
Devin Booker is an American professional basketball player for the Phoenix Suns in the NBA.

What does Kendall Jenner do for a living?
Kendall Jenner is an American model, television personality, and businesswoman.

How old is Kendall Jenner?
Kendall Jenner was born on November 3, 1995, making her 29 years old in 2025.

Are Kendall Jenner and Devin Booker still together?
Yes, they are reportedly back together for a third time.

Are Kendall Jenner and Devin Booker engaged?
As of now, there has been no confirmation of an engagement.

How long have Devin and Kendall dated?
They have been dating on and off since April 2020.

Who did Devin Booker date before meeting Kendall Jenner?
Devin Booker was previously linked to Jordyn Woods in 2018.

The relationship between Kendall Jenner and Devin Booker has been a captivating saga of love, breakups, and reconciliations, keeping fans on the edge of their seats. Their journey reflects the complexities of navigating romance in the public eye, and as they continue to evolve, fans eagerly await what the future holds for this dynamic couple.