It's all here, from the start to the end of Kendall Jenner and Bad Bunny's relationship.

Estimated read time 14 min read

Kendall Jenner and Bad Bunny caused a stir with their unexpected romance in February last year, but now sources have confirmed that the couple has come to an end.

The supermodel had previously dated NBA star Devin Booker, and when she moved to Los Angeles earlier this year, she made her first connection with the Grammy-winning Puerto Rican rapper through mutual friends.

After that, the two started a seemingly low-key but highly anticipated romance, reflected in their Coachella music festival in April and date nights in Los Angeles.

Next, Shendu Impression takes you to understand the complete relationship between the model and the rapper - from the initial dating rumors to their confirmed breakup.

February 20, 2023: Romance rumors float

According to People magazine, Jenner and Bad Bunny's first meeting was through mutual friends when the rapper moved to Los Angeles in early February, the report said.

A few weeks later, rumors of their romance spread, and TMZ photographed the two leaving the same restaurant in Beverly Hills, allegedly after two dates with Justin and Hailey Bieber.

The media pointed out that the Bieber couple left the restaurant nearly an hour earlier than Jenner and Bad Bunny, indicating that the supermodel and rapper spent time alone.

According to anonymous submissions to the celebrity gossip account DeuxMoi, earlier this month, on February 15, someone was seen kissing at a private club. It was reported that a source told the account, "I had a live witness who saw her in the club," and "It is said that Bad Bunny is not intending to hide."

The following Monday after the two dates, People magazine reported that Jenner and Bad Bunny had indeed been "hanging out."

Insiders revealed that Jenner likes Bad Bunny and has a great time. The source added, "He's very charming and different from the men she's dated in the past."

April 4, 2023: Kendall takes Bad Bunny on a horseback date

The model took Bad Bunny on a romantic horseback date at the Hidden Hills Equestrian Center in California, taking their relationship to a new level.

Photos posted by TMZ showed the two riding Jenner's horse around the railing. The rapper then went on a solo ride, and the model smiled and took pictures of him.

April 16, 2023: They show off their love at Coachella Music Festival

The two shine at this year's music and art festival in Indio, California.

During the artist's performance on April 14, Jenner supported him in the crowd and was seen dancing with a group of friends.

On stage, the rapper directly hinted at recent dating rumors in an emphatic speech for the first time. "People think they know the lives of celebrities, but that's not the case," he said in Spanish.

“They don't know how we feel, what we've experienced, and they'll never know what a heart can feel. Don't believe everything you hear, you won't get to know the real me through videos on Instagram, interviews, or TikTok. If you really want to know me, I invite you to my house.”

On April 15, Jenner and Bad Bunny showed up at the music festival again, and they watched Rosalía's performance with friends. They ended the weekend on April 16, and partied in the crowd during a performance on Sunday.

In the evening, Bad Bunny almost officially announced it with the model on Instagram. Because he shared a video in his Instagram story, singing along to a song on the radio while on a golf cart. Jenner's voice came in the background, and her hair was blowing in the wind beside him.

April 26, 2023: They were spotted watching a concert together

The two attended Taylor's Creator Concert in Los Angeles and spent a laid-back date night. That night, the celebrity couple wore white T-shirts and black pants.

Jenner added a hoodie and a baseball cap, while Bad Bunny added a pair of sunglasses. Later, they were photographed leaving the venue in the rapper's car, with Jenner laughing in the passenger seat.

May 1, 2023: They both attended the Met Gala and spent a date night after the ceremony

Both Jenner and Bad Bunny were among the attendees at the 2023 Met Gala that night. Jenner wore a sparkling black jumpsuit by Marc Jacobs, and Bunny wore a white tweed suit and rose cloak by Jacquemus.

Although they did not appear together at the event, they were later seen attending the subsequent party together.

May 12, 2023: Their first public appearance at the Lakers Playoffs

Jenner and Bad Bunny made their debut at the Arena amid the excitement, sitting courtside to watch the Lakers vs. Warriors playoff game while wearing matching snakeskin printed boots.

Throughout the game, we could see them smiling and chatting intimately, and the rapper occasionally rested his arm on the model's seat.

When out, Jenner wore a casual white vest and tie-dyed brown skirt, paired with knee-high tan stilettos and gold jewelry.

Meanwhile, the rapper paired his pointed boots with a black leather jacket, white shirt, black pants, and a polka-dot tie with a silver bull pendant, adding sunglasses and a backward baseball cap.

May 14, 2023: They showcase couple style on a dinner date

The model and rapper went on a dinner date in Santa Monica, both wearing black leather suits.

The model paired a black leather windbreaker with pointed kitten heel mules and a black and yellow crocodile embossed Fendi wallet.

Meanwhile, the rapper wore a black leather lapel jacket, paired with leather pants and thick-soled square-toed boots, and added a backward baseball cap and red sunglasses to enhance the look.

June 20, 2023: They coordinate their outfits while out with friends at night

While having sushi with a group of friends, Jenner and Bad Bunny were both wearing white T-shirts.

Jenner paired the shirt with black and white snakeprint pants, a black bag, and square-toed boots. Bad Bunny's T-shirt was paired with light gray printed off-white pants and a camouflage trucker cap.

June 21, 2023: The two publicly mentioned their relationship for the first time

In an interview, the couple said they wanted to keep their relationship out of the spotlight.

When asked about her relationship status in an interview with WSJ. Magazine, Jenner "declined to comment." She explained, "I'm trying to find a balance between keeping things private and sacred and not letting the misfortune, frustration, and stress that others bring prevent me from enjoying my life. Does that make sense?… I'll try to do things as privately as possible because I just think it's a healthier way to deal with relationships."

Bad Bunny echoed the model's point in an interview with Rolling Stone. "I know things are going to happen, I know what 'people' are going to say, people know everything about me, so what do I need to protect? My private life, my personal life," he told the media. "That's the only answer. In the end, the only thing I have is my privacy."

He added, "We are in the worst moment, the worst moment for the privacy of others; not just artists, but humans. Today, no one respects the privacy or life of anyone else…. I go on living. Fans always want to know more, but I don't pay attention to that. I will always live my life the way I want to."

July 20, 2023: Reportedly, Kendall and Bad Bunny's relationship takes a step further

Although Jenner and Bad Bunny have been keeping their romance under wraps, it is reported that the couple's relationship is more intimate than ever.

A source told Entertainment Tonight that the couple's relationship is growing closer and they are keeping it light and continuing to date.

"Kendall and Bad Bunny still go out and have a great time together. There is definitely progress in their relationship. Things are getting more serious and their relationship is heating up. They still keep it light and they really like each other and have a lot of chemistry. Their friends and family are happy for them and relieved that they are a couple."

July 26, 2023: They go on a date at a sushi restaurant

The two dined together at Sushi Park in West Hollywood in all-black looks.

Jenner chose a trendy black spaghetti strap midi dress and paired it with a black leather mini shoulder bag. Bad Bunny looked cool in a dark wash denim jacket, a black top, and black pants. He also wore a black baseball cap backwards and paired it with black oval sunglasses and gold jewelry.

July 31, 2023: They go on a date in dark clothing

Jenner wore an asymmetrical black mesh top with a lace black bra for a date with the rapper. And Bad Bunny chose a cool black vest and brown leather jacket.

August 13, 2023: They were seen affectionately dancing at Drake's concert

On Sunday, the couple looked very loving at Drake's concert in Los Angeles. A video shared by a concert-goer on TikTok shows Jenner and Bad Bunny being intimate, hugging and laughing sweetly, and dancing to the music. However, what makes everything funny is that Jenner's sister, Kim Kardashian, has been standing next to Bad Bunny the whole time.

August 27, 2023: Bunny posts a rare video related to Kendall

In his Instagram Story, the rapper shared a rare clip of an intimate moment with his girlfriend - in the video, Jenner is calling a little squirrel running in the bush next to them. "This is the cutest thing ever. Come here!" She said. "Mom, be careful," Bunny told her. "Rabies?" She asked. "Mosquitoes," he replied.

No faces of the two appeared in the video, but from their dynamics, the sweet back-and-forth conversation is the most we get from them.

To pay tribute to Jenner, the "Where She Goes" rapper also posted a photo on his Story with two cocktails (presumably his and Jenner's), next to a bottle of 818 Tequila, which is the model's brand.

August 28, 2023: Bunny wears Kendall's "K" initial necklace

Bunny (Benito) once again subtly expressed his love for Jenner in his Instagram Story by wearing a delicate gold chain necklace with a "K" pendant. This necklace appears to be the same one the model wore in a recent video interview.

September 12, 2023: Bad Bunny criticizes fans for commenting on his relationship with Kendall

In a frank interview with Vanity Fair magazine, the musician spoke candidly about his private life and reputation, emphasizing personal boundaries and sense of boundary.

“They (fans) don’t know how you feel, they don’t know how you live, they don’t know anything. I really don’t want them to know,” he told the magazine. “I have no interest in clarifying anything, because I didn’t commit to doing so. My friend Jomar knows very well, my mother knows very well, and they are the only ones I need to tell anything to. As for Juliana Dominguez from Mississippi, I have nothing to explain to her. Nothing at all, about anything.”

He added: "Some people say that if you want to be an artist, you have to put up with it. I don't have to accept anything because I want to be an artist. In the end, you listen to me because you want to, and I don't force you."

He also denounced the culture in which people see it as normal to take pictures of strangers in public places.

“It used to be someone with a camera and a flash, they just played with your eyes. Now, everyone is a paparazzo,” he said. “Everyone is taking pictures, everyone is recording. No one respects anyone's privacy, not just my privacy as a celebrity, but yours too……. Because if you go out now and your pants are torn and you can see your butt, or a pigeon poops on you, then there will be a jerk taking pictures of you and taking pictures of you.”

September 15, 2023: They spent the day together in New York

The singer and model walked around New York together, looking cool in casual wear during an afternoon stroll. That evening, they dined at Cosme, a celebrity hot spot.

Jenner paired gray jeans with an oversized floral print knit sweater there, and finished the look with black loafers, sunglasses, and a large tan bag. Bunny wore a white button-down shirt over a white vest and loose jeans, paired with a brown belt, a blue ball cap, and layered necklaces.

September 22, 2023: Their debut at the front row of Milan Fashion Week

The couple attended the Gucci Spring/Summer 2024 fashion show in Milan, Italy, and sat in the front row, looking cool.

Jenner wore a light beige double-breasted trench coat as a mini dress, and keep the waist with a matching belt. She completed the look with deep red pointed toe stilettos, a matching tone Jackie shoulder bag, sculptural hoop earrings, and black rectangular sunglasses.

Meanwhile, Bunny wore a fresh white button-down collared shirt, blue jeans, black dress shoes, a beige flat cap, diamond earrings, and his own black sunglasses.

September 30, 2023: They appeared together in Gucci's luxurious advertising campaign.

The couple left a big mark in their memory while collaborating on the shooting of the Gucci Valigeria luggage collection advertisement.

In one striking photo, as the rapper hugged the model from behind, she sat on a pile of travel bags and suitcases, and the couple beamed with smiles.

Another photo that reminds people of paparazzi photos is that the two were walking at the airport in matching outfits and wearing the brand's sunglasses. Jenner paired a gray trench coat with a pure white vest and a mini skirt embellished with Gucci's interlocking GG logo, while Bunny paired loose blue jeans with a white crew-neck sweater with a green badge.

October 6, 2023: Appeared in Miami after attending the Billboard Latin Music Awards ceremony

The couple was seen on Friday afternoon during an excursion, the second day after the Un Verano Sin Ti rapper performed at the Watsco Center in Coral Gables, Florida.

According to Page Six, they visited the Superblue art installation in Miami and then had dinner at Hometown Barbecue in the city's Allapattah neighborhood.

The model paired white jeans and white Adidas Sambas sneakers with a pure gray vest, which was tightened with a hairpin to show off her abs.Meanwhile, the musician wore a white T-shirt, tucked into brown pants, a brown baseball cap, and a plaid scarf around his neck.

October 8, 2023: They attended the concert together

Jenner and Bad Bunny arrived at Madison Square Garden in New York City to watch the concert of Mexican singer Luis Miguel. During the excursion, they coordinated in a fashionable black look.

Jenner wore a T-shirt paired with tailored pants, a thin belt, pointed high heels, a Gucci handbag, and oval sunglasses. Meanwhile, the rapper chose a leather jacket paired with leather racing pants and leather boots; he wore a white baseball cap and sunglasses.

October 22, 2023: Kendall supported Bad Bunny at his Saturday Night Live party

The couple was spotted upon their arrival at New York hot spot L'Avenue, where they celebrated the rapper's hosting and performing experience on SNL.

During the excursion, Jenner layered a beige suede pilot jacket over a gray T-shirt, black pleated pants, and The Row's black loafers. Meanwhile, Bunny paired a cozy brown knit sweater with black jeans, chunky black loafers, and a navy blue baseball cap.

December 17, 2023: An insider confirmed that Kendall and Bad Bunny have gone their separate ways.

Less than a year after dating, an insider confirmed to People that Bunny and Jenner have broken up.

A source offered some insight to ET, saying, "Kendall and Bad Bunny have been doing their own thing recently and the relationship has slowly started to fizzle. They both knew that this probably wasn't going to be a forever relationship and they were on the same page from the beginning." It seems that both of them are too busy, and it is a peaceful break-up.

Apparently, the timing is the key to the split, as the source added, "Their schedules are very busy and they know that they are still young and have a lot to try and experience before settling down."

However, despite the end of their relationship, the source noted, "There is no negative feeling between them, and they still wish the best for each other. In particular, the model's family still speaks highly of him."

The source added, "They just want her to be with anyone who makes her happy, treats her with love and respect, and someone who understands and can handle the attention that comes with dating her in a calm and graceful manner.

While focusing on fashion idols, it also keeps you updated on their emotional progress and status.

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