

Kendall Jenner and Bad Bunny, two seemingly disparate figures in the entertainment world, sparked romance rumors in early 2023, captivating the public with their unexpected pairing. Though their relationship was short-lived, it was a whirlwind of speculation, flirty social media moments, and red carpet appearances that kept fans on their toes.
After their breakup in late 2023, fans thought this celeb couple called it quits for good — that was until last Monday when the pair were photographed getting cozy at the infamous Met Gala after-party.
Let’s take a deep dive into the relationship timeline of this headline-worthy duo!
February 2023: A Spark Ignites
The rumor mill began churning in late February 2023 when Jenner and Bad Bunny, whose real name is Benito Antonio Martínez Ocasio, were spotted exiting a Los Angeles restaurant together. Reports claimed they were on a double date with Justin and Hailey Bieber, adding fuel to the speculation of a blossoming romance.
March 2023: Throwing Shade?
In March 2023, Bad Bunny seemingly threw shade at Jenner’s ex-boyfriend, basketball player Devin Booker. During his feature on Eladio Carrión’s song “Coco Chanel,” he alluded to Booker’s basketball team, the Phoenix Suns, leaving fans to connect the dots.
April 2023: Coachella Capers

The rumored couple was spotted together again at the famed Coachella Valley Music and Arts Festival in April 2023. Jenner showed her support for Bad Bunny when he took the stage as the first headliner of the weekend at Coachella, dancing to his music in the crowd. The next day, fans speculated about a near-confirmation on Bad Bunny’s Instagram Stories, where they saw glimpses of someone resembling Jenner, followed by Jenner and Bad Bunny getting cozy at Coachella the next night.
At the end of April, the pair were spotted on their way to dine at Carbone in New York City, as their relationship reportedly got more serious.
May 2023: Met Gala Meet-Ups

Things started heating up in May 2023 when the pair attended the Met Gala after-party together. Later that month, Jenner and Bad Bunny sat courtside for game 6 of the Western Conference semifinals between the Los Angeles Lakers and the Golden State Warriors.

June 2023: Dinner Dates

In June 2023, the rumored couple were photographed on three separate occasions: grabbing brunch in Beverly Hills, shopping in a suburb of L.A., and grabbing sushi with friends (I mean, that’s what we call officially dating, right? We think so, too).
August 2023: Packing on the PDA
The following month, things became more concrete. Videos and photos emerged of Jenner and Bad Bunny getting affectionate at Drake’s Los Angeles concert. This rare sighting of PDA between the two marked a significant step in their rumored relationship.
September 2023: Gucci’s Power Couple

Despite Bad Bunny expressing a desire for privacy in a Vanity Fair interview in September 2023, the couple continued to fuel dating rumors throughout the fall. They were seen attending Gucci’s Spring/Summer 2024 fashion show in Milan and even posed together for the brand’s Gucci Valigeria campaign released that month. These public appearances further blurred the lines between their personal and professional lives.
October 2023: SNL After-Party
Following Bad Bunny’s turn as host on Saturday Night Live, the afterparty wasn’t just for the cast. The supermodel was spotted joining Bad Bunny at the celebration held at L’Avenue in New York City.
December 2023: Breakup Rumors and the End of an Era
By December 2023, however, reports surfaced suggesting the couple had called it quits. A source close to the situation revealed to PEOPLE Magazine that their romance had run its course after less than a year.
May 2024: A Post-Breakup Reunion?

Most recently, on the first Monday in May, both Jenner and Bad Bunny were photographed getting quite cozy, sitting side-by-side laughing at the Met Gala after-party (it’s giving Regina George and Aaron Samuels seen canoodling at Chris Isen’s Halloween party). While there is no official indication of rekindled romance, it does mark a cordial interaction post-breakup.
Whether their encounter reignites the flame or simply signifies a newfound respect for their past connection, only time will tell. Regardless, their whirlwind romance will undoubtedly remain a captivating chapter in their respective personal lives!