What Kylie Jenner and Travis Scott’s Relationship is Like Amid Her ‘Serious’ Timothée Chalamet Romance (2024)

At every step of Kylie Jenner and Travis Scott's on-again, off-again four-year relationship, the two have kept fans guessing. Are they dating? Could they be secretly married? Will he propose during the Super Bowl halftime show?

After yet another break in late 2021, the pair got back together and announced they were expecting a second baby, son Aire. Then, in late 2022, reports broke that the pair were split again for now and maybe even for good—after having that second baby

Here, a breakdown of their closely-watched romance's history and how it got to its (current) end.

April 2017

Shortly after Jenner's split with another on-again, off-again boyfriend Tyga, the cosmetics mogul was spotted hanging with Scott at a Coachella party. But there apparently wasn't “Love Galore” between the two just yet. Per a People source, “[Travis Scott] and Kylie have also been friends for a while, and they all hang out. When she and Tyga are having drama, she tries to make him jealous by hanging out with other guys.”

Later that month, photos emerged of the secretive couple sitting courtside at a NBA playoffs game. Also noteworthy: the game took place in Scott's hometown of Houston.

Jenner and Scott capped off their whirlwind month in Boston, per E!. The outlet reported that the blossoming couple spent the weekend there, where Scott was performing two shows. Hours later, Page Six ran a report that Jenner was at Cipriani in New York City for Scott's 25th birthday party.

May 2017

Photos of Jenner and Scott in Miami, for his performance at Rolling Loud Festival, proved that their flirtation showed no signs of stopping. An insider even told Us Weekly at the time that “Travis is telling friends that he and Kylie are a real deal.” Another source told the outlet that the two “really looked like a couple” at Scott's recent birthday party.

While the relatively new couple didn't walk the Met Gala red carpet hand-in-hand (yet), the event marked a major milestone. Jenner shared a group snap from the evening, which included her sister Kendall and friend Jaden Smith, among others. Just slightly visible in the frame was Scott, making them sort of Instagram official?

June 2017

If there was any indication that these two were getting serious, this was it. Scott and Jenner debuted small, matching butterfly tattoos on a June 12 Snapchat. The musician seemingly hinted at the permanent ink, timed with the release of his song “Butterfly Effect,” a month earlier. In May, he posted a distant photo of Jenner boarding a private jet with the caption, “BUTTERFLY EFFECT 🦋🦋🦋🦋🦋.”

July 2017

Jenner continued to prove her groupie skills while attending Scott's performance at Wireless Festival in London. Kendall and Bella Hadid also joined to cheer the rapper on.

August 2017

After Jenner watched Scott perform with Kendrick Lamar at the Staples Center, she was treated to a surprise 20th birthday party. Ever the supportive boyfriend, Scott was on hand for the festivities, although he chose to stay slightly hidden in Khloé Kardashian's birthday post for Jenner.

September 2017

September 22 is when Jenner and Scott's relatively low-key relationship became decidedly high-profile. TMZ first broke the news that Jenner was reportedly pregnant. The outlet also claimed that Scott had been telling his friends about the development. Later that day, Page Six ran a report that Jenner was expecting a girl and was about four months along. The following day, Jenner was pictured at the iHeartRadio Music Festival in a baggy t-shirt, which was confirmation enough for some corners of the internet.

December 2017

Throughout the end of 2017, speculation about Jenner's rumored pregnancy intensified. Fans scoured her Instagram feed for clues, and many drew their own conclusions when Jenner was absent from the Kardashian family Christmas card. However, both Jenner and Scott kept mum on the possible baby news. When asked about potentially becoming a father during a Billboard cover interview, Scott responded, “I don't want to talk about that.”

February 2018

In February, it was the storm after the quiet. Jenner and Scott's first child together, Stormi Webster, was born on February 1. Three days later, Jenner announced the birth (and confirmed her pregnancy, naturally) with an Instagram post and video entitled, “To Our Daughter.”

Jenner had this to say in her initial post regarding the privacy of her first pregnancy:

“I’m sorry for keeping you in the dark through all the assumptions,” she wrote. “I understand you’re used to me bringing you along on all my journeys. My pregnancy was one I chose not to do in front of the world. I knew for myself I needed to prepare for this role of a lifetime in the most positive, stress-free, and healthy way I knew how. There was no gotcha moment, no big paid reveal I had planned. I knew my baby would feel every stress and every emotion so I chose to do it this way for my little life and our happiness.”
“Pregnancy has been the most beautiful, empowering, and life-changing experience I’ve had in my entire life, and I’m actually going to miss it. I appreciate my friends and especially my family for helping me make this special moment as private as we could. My beautiful and healthy baby girl arrived February 1st, and I just couldn’t wait to share this blessing. I’ve never felt love and happiness like this I could burst! Thank you for understanding.”

For his part, Scott tweeted, “2.1.18 4 ever New rager in town. !!!” Days later, Jenner also posted a photo of her daughter grasping her finger, alongside confirmation of the baby's name.

A source told People at the time that the couple was focused solely on Stormi, not moving in together or marriage. “Kylie and Travis are not officially living together,” an insider told the outlet. “He has his own place. They are co-parenting though, and things are going great. They are together and happy. They're not in rush. They're just enjoying their little family.“ At the end of the month, the new parents were spotted dining at Nobu alongside former bestie, Jordyn Woods. They arrived in Jenner's black Ferrari, a rumored push present.

March 2018

Scott gets in on the Instagram action, posting the first photo of Stormi, with the caption, “Our little rager !!!!”

Jenner and Scott are also spotted boating in Miami this month. A People source explained that spending time together, when not with the baby, was a major priority. “Despite being new parents, Kylie and Travis are still in a new relationship too,” the insider said. “Kylie is happy with their living situation. Travis is a great dad. When he wants to work, Kylie is supportive.”

April 2018

At the end of their first year together, the couple celebrated a few milestones. They flew out to Texas to introduce Stormi to Scott's family. Jenner also shared on her Instagram Stories that she'd rented out Six Flags for Scott's 26th birthday. The couple even found time to return to Coachella, where their romance started the year before.

May 2018

At the start of the month, Jenner and Scott vacationed in Turks and Caicos with Stormi. “Birthday behavior,” she captioned an Instagram post of the two on a boat.

Like Coachella, the new parents returned to another important event from their relationship's early days. The couple's first official red carpet appearance was at that year's Met Gala.

June 2018

Jenner and Scott were seen front row at the Louis Vuitton menswear spring/summer show in France. Familiar faces including Woods, Kim, and Kanye West flanked their sides.

July 2018

A pair of high-profile magazine covers featuring Jenner gained attention. After Jenner was featured on the controversial cover of Forbes, branded the youngest self-made billionaire ever, Scott tweeted his support, writing, “CANT BE MORE PROUD,” alongside three hearts.

That same month, Scott and Jenner appeared together on the cover of GQ where insight about their relationship is revealed. Scott says the last time that he cried was when Stormi was born and Jenner admits that the two “rode off into the sunset” via his tour bus shortly after meeting. When asked about the public scrutiny on the pair's relationship, Jenner had this to say to the outlet:

“I don't think he's really cool with it, but he deals with it, because we love each other and we have a family. For sure, I know he doesn't like the attention. That's why we just go the extra mile to keep our relationship super private, or like, if he has events or something, I won't come. Because I want him to do his own thing. I want him to be him. I don't want it to be Kylie and Trav. If people don't ever see us together, that's okay with me, because we just do our thing.”

Nearly 48 million people watched Jenner quiz Scott on everything from her eye color to the names of her dogs in a GQ video. Spoiler alert: He couldn't quite remember Bambi.

August 2018

Jenner's support of Scott's music continued with her appearance in the music video for his song, “Stop Trying to Be God.” The businesswoman also posted about the release of Scott's Astroworld album, wearing a shirt from the tour.

For Jenner's 21st birthday, Scott went all out. Per People, he performed a set at Jenner's all-pink event. Scott also showered Jenner with roses at her home, a trend he would come to repeat. His official birthday IG for Jenner read: “happy bday wifey I love u mommy u my heart rib toes and all. May GOD continue to bless u and ur spirit. This mark in ur life is the start to more greatness.”

Scott and Jenner also made an awards show appearance together at the VMAs, where the rapper performed songs from his new album.

October 2018

Scott did another floral grand gesture, and this one sparked rumors that he and Jenner were married. On October 15, Jenner posted a video of her walking into the house to find rose petals showered everywhere. She captioned the post, “just because flowers are the best kind😫😫😍 thank u hubby.”

However, a People source dispelled rumors of wedding bells. “Kylie is very happy with Travis, but they aren't married,” the source said. “There has been some talk about marriage, but it doesn't seem they are planning a wedding.”

While the couple may not be husband and wife, a source told Us Weekly that Scott and Jenner are “actively trying for another [baby].” Another major milestone this month? Jenner and Scott reportedly purchased a $13.45 million home in Beverly Hills, per TMZ.

Just in time for Halloween, Jenner posted snaps of her family at a pumpkin patch.

November 2018

Yes, even more roses seemed to find a way to Jenner, courtesy of Scott. She shared a video of the surprise on November 6.

Jenner commemorated Scott's first Astroworld Festival performance on Instagram, writing, “only the people around you really know how hard you work. I love to watch you make all your dreams come true. your first festival. we’re so proud of you. we love you 🖤.” She also made time to appear onstage during his concert at Madison Square Garden that month.

Jenner also posted a black-and-white family portrait on Thanksgiving, signaling the couple was doing great.

December 2018

However, rumors of cheating emerged soon after. A photo of a man resembling Scott with another woman hit the internet. Scott shut down rumors on Instagram.

He appeared on the cover of Rolling Stone where he discussed the origins of his relationship with Jenner. He said in the beginning, “we was just two kids, f*cking around. Maybe, like, the first week, you don't know if it's real or a fling. Then the second week you're like, ‘Whoa, I'm still talking to her, she's responding, I'm responding. We ain't run out of a thing to say.’ And it got to a point where I was like, ‘I need her with me to operate. She's that one.’”

The musician also confirmed, “We'll get married soon. I just gotta sturdy up—I gotta propose in a fire way.”

January 2019

Scott and Jenner put 2018—and rumors of infidelity—behind them for a vacation with Stormi.

Speculation about the couple's marital status didn't bother Jenner too much. On January 22, she posted a photo of herself with the caption, “extraño a mi esposo,” which translates to “I miss my husband.”

February 2019

Stormi's first birthday kicked off a major month for Jenner and Scott. Rumors loomed that Scott was planning on proposing to Jenner as part of his Super Bowl halftime show performance. Jenner documented Stormi's reaction to Scott's performance for Instagram. However, no public engagement happened.

On February 3, Jenner teased the possibility of her and Scott giving Stormi a little brother or sister. She posted a picture of the proud parents captioned, “baby #2?”

While the world was kept guessing about another baby, Jenner and Scott celebrated their firstborn with a lavish carnival-themed birthday party on February 10.

The festivities continued into Valentine's Day, where Jenner posted another one of Scott's trademark elaborate rose displays to Instagram. Two days later, the power couple attended the Grammy Awards.

In an interview for Paper magazine, Jenner finally (for now) put rumors to rest that she and Scott were married or even engaged. “I'll let everybody know,” she promised when asked about when it'd happen.

March 2019

Despite the extravagant roses and trip to the Grammys the month before, split rumors struck again. After a TMZ report claimed that Scott had cheated on Jenner, the artist deleted his Instagram and rescheduled a concert in Buffalo, New York. “Buffalo I'm so sorry I can't perform tonight,” Scott tweeted. “I'm under the weather and it f*cking sucks! Can't pull up without full rage. Show rescheduled to March 10 all tix are valid. See u soon.”

While TMZ said the cancellation came because of a fight with Jenner, Scott's rep denied infidelity to People. By March 29, Scott was back on the 'gram and posting a photo with Jenner.

April 2019

Jenner and Scott jetted away from breakup rumors with a luxurious trip. “baecation 🖤💦” Jenner captioned photos of the couple hugging in a pool.

They continued to show a united front on April 21, when Jenner posted a photo of the two at church. “tell me a secret bae #sundayservice,” she captioned the photo.

The day that Avengers: Endgame was released, Jenner and Scott posed in Marvel costumes. “oh you didn't catch iron flame and captain lip kit in the credits? sucks 4 you,” Jenner wrote.

Jenner also shared a sweet post for Scott's birthday on Instagram. She captioned a series of the couple's photos, “watching you evolve into the partner, friend, son, and father you are today has been so fulfilling ♥️ my real life bestie & hubby all wrapped into one. i love you and I'm so so proud of you. happy happy birthday 🎉🎁 let's f*ck around and have another baby. 🤪” Later that week, a gas station-themed birthday party was documented on social media.

As fans know, the bigger, the better with Scott and Jenner on special occasions. So for good measure, Jenner rented out a billboard to share a message for her boyfriend.

May 2019

In May, Jenner and Scott walked the Met Gala red carpet together. Other members of the Kardashian-Jenner family were also in attendance, including Kim, Kanye, Kendall, and Kris.

June 2019

Jenner wished Scott a Happy Father's Day with a pair of black and white father-daughter photos. She captioned the Instagram post, “Happy Father's Day @travisscott 🖤 I love the love you share with our daughter. 🖤🖤 Thank you for all that you do.. today we celebrate you .. 🖤

Video from Khloé Kardashian's birthday party circulated where fans believed they could hear Jenner allegedly saying she's pregnant. However, E! confirmed that they were mistaken.

However, a source told the outlet, “Kylie talks about having another baby very frequently. She would love to have another baby with Travis and would love to be pregnant by next year. She talks about it all the time and feels like she was truly meant to be a mother.”

July 2019

In July, Jenner continued to share relationship moments with her 143 million Instagram followers. On July 21, she posted a photo of the two, writing, “partners in crime 4 evaaa💗💦🦋👨‍👩‍👧.”

A few days later Jenner shared a sweet series of Stormi and Scott photos with the caption, “we took our baby on an adventure yesterday 🤠🦋💛💛 ugh i love this little girl so much. not only do I think she‘s the cutest thing in the world.. she’s got the sweetest, smartest, most special little soul 💛💛 p.s. the pat on the back at the end of the video gets me every time 😫”

August 2019

Ahead of Jenner's 22nd birthday, two recurring storylines returned. First, Jenner posted footage of a lavish spread of roses from Scott to Instagram. Secondly, speculation about Jenner and Scott getting married during the birthday trip loomed.

It all started when Jenner was spotted heading to Italy for her $1.2 million-a-week yacht birthday extravaganza. Photos from TMZ showed Jenner boarding her private jet with what looked to be a wedding dress. But a source told Entertainment Tonight, “She’s headed to Italy for her birthday. She's definitely not getting married on this trip.”

What Jenner did do was share her travels on social media. “Perfect day in Positano 🥖” Jenner captioned photos of herself, Stormi, and Scott.

Soon after, Jenner's crew, which included Anastasia “Stassie” Karanikolaou, Sofia Richie, and Scott Disick, took the festivities to France. “Baby we should hit the South of France✨,” the birthday girl wrote alongside pics of her family.

Scott also gave Jenner a sweet shoutout for her birthday, writing, “Happy Bday Wifey every day I watch u grow more into this amazing superhuman every day is the best the day with u here may God continue shine on you. Happy fcking Bday love ya !!!”

The couple ended the month by showing PDA on the red carpet for his Netflix movie, Travis Scott: Look Mom I Can Fly.

September 2019

On September 10, Jenner teased a Playboy spread with Scott in an upcoming issue, writing, “When Houston meets LA .. 💛 @playboy #ComingSoon.” The rapper interviewed Jenner for the piece where she opened up about their connection. “We think the same, and we have the same goals and passions in life,” she said. “Besides the fact that we have good chemistry, we have a lot of fun together. You’re my best friend. Through all the ups and downs that every relationship has, we evolve together through them and keep getting stronger.”

However, a string of events shortly after raised some fans' suspicions. On September 19, Jenner posted a selfie in her closet with the caption, “ain’t a game, boy 🎮🖤🖤🖤🖤.” The semi-shady message and the fact that a framed photo of Scott previously in the background was gone, convinced some that they'd broken up.

Then, Jenner missed some engagements, including presenting at the Emmys alongside sisters Kim and Kendall, after being hospitalized with “severe flu-like symptoms.”

Jenner re-emerged at Hailey Baldwin and Justin Bieber's South Carolina wedding in a revealing gold dress. Fans noted that the cosmetics mogul appeared to attend the event on her own.

October 2019

Hours after the wedding, TMZ reported that Scott and Jenner were separated...for now. Sources explained that the couple had “been trying to make the relationship work for a while, but several weeks ago they decided to step away, at least for now.” However, they emphasized that the pair will “continue to co-parent and will keep Stormi as their number 1 priority.”

People and E! also confirmed the news, citing everything from trust issues to work stress as the cause of the split. An E! source claimed, “Kylie and Travis aren't officially calling it quits on their relationship, but are taking space apart. It's not a firm split. They've been fighting again, but have still seen each other within this last month. They fight over ridiculous things and Kylie can be very skeptical about Travis. Travis has been stressed with dropping new music.”

The night the breakup news broke, Jenner was spotted at LA's Delilah with friends Stassie and Kelsey, followed by Sunset Marquis—the same evening ex Tyga was there. Per an E! source, the exes, who split in 2017, “have been in touch,” although “not often.” The source said, “It wasn't an intentional jab at Travis, but she did hangout with Tyga for a bit. Nothing romantic is going on.”

Jenner addressed rumors of a reconciliation with Tyga on Twitter the next day.

“The internet makes everything 100 times more dramatic than what it really is,” she wrote in her first tweet. “There was no ‘2 am date with Tyga’. You see me drop two of my friends off at a studio that he happened to be at.” (Here, Jenner was referring to photos from the night, published by the Daily Mail.)

“Travis and i are on great terms and our main focus right now is Stormi,” she added with two exclamation mark emojis. “Our friendship and our daughter is priority.”

Next, it was Scott's turn to speak on the split. “It’s really affecting when u see false things said about u,” he posted to his Instagram stories. “Once again these false stories about me cheating are just simply not true. Focusing on life, music, and family at this moment is what’s real.”

By mid-October, talk of Tyga cooled, and reconciliation rumors returned. After Jenner made a brief appearance in Scott's Instagram Stories of Stormi, People, Entertainment Tonight, and E! each ran reports that the pair were just friends. However, getting back together remained an option.

Entertainment Tonight's source said, “Since Travis has some shows and is traveling, Kylie has Stormi more [often], but Travis is always in touch with her when he’s on the road.” The source added, “Kylie and Travis are both young, but they are very mature and have been handling parenting post-breakup really well. Kylie and Travis don’t want any drama, and are on the same page of keeping Stormi happy.”

Meanwhile, the E! source said the couple had been growing closer, “They got along well and were so happy being a family with Stormi. It looked like nothing has changed with them.”

Jenner even posted a video of her playing Stormi a remix of her viral “Rise and Shine” moment, where Stormi instead asks for her dad’s music. “Daddy’s girl,” Jenner wrote alongside two eye roll emojis and a heart eyes emoji.

The end of the month brought a buzzed-about interaction between Jenner and Drake at his birthday party at Goya Studios. According to an Us Weekly source, Jenner “spent the most time near Drake and his friends,” at the party. “Kylie was rapping to songs and dancing with her friends while she was next to Drake, but they weren’t dancing together; they seemed to have a connection though,” the source said.

A second source added, “They seemed to be enjoying each other’s company. They were joking around, and Kylie was laughing. She seemed to be really happy and in a great mood and her and Drake seemed very comfortable with each other. There seemed to be an attraction there.”

November 2019

People reported that Jenner and Drake had been hanging out since his birthday. “He and Kylie have been spending time together recently,” a source said. “They’ve been friends for a long time and Drake is very close to the family.” A separate source described them as hanging out “romantically.” A third source disputed this and called the pair “just friends.”

Jenner and Drake reportedly spent time together at Kendall's Halloween party, where E! reported that they left the party at the same time. “They went back and forth between the private bar area and the main area, and they were sitting together at points and hanging out all night. It looked flirty,” a source told the outlet. “At the end of the night Drake had a couple of SUVs, and he left at the same time as Kylie.”

A source told Us Weekly that “Travis harbors no ill will to any of Kylie’s friends,” which may or may not include her longtime friendship with Drake. Shortly after, Jenner flew to Houston to watch Scott's Astroworld Fest performance, where she appeared to send him flowers. He posted a photo of them on his Instagram Story, writing, “Love u, That I really do.” A People source explained, “It was important for her to support Travis' festival. They are still very close and often hang out with Stormi.”

On the Drake and Jenner front, her rep denied a source's comment to People that “Kylie doesn’t seem to be dating. She sees Drake occasionally, but it doesn’t seem serious.”

But a Us Weekly source said romance is still possible for the pair. “They have known each other and been friends for a very long time, and there has always been a spark there, but their situation is complicated and so is Kylie’s with Travis,” the source said.

“Drake and Kylie don’t want to jeopardize their friendship by crossing any major boundaries,” the source continued. “Drake doesn’t have any intention of taking on a fatherly role with Stormi, and he wants to have fun with Kylie with no strings attached and continue to have a friendship and be supportive of one another.”

Ahead of the holidays, an Us Weekly source claimed that although Scott “very much still loves” Jenner, he “feels that their relationship was too fast too soon. He loves her, but he wanted to be able to live his life and travel and be with other people and not have to worry about always going back to his family.”

December 2019

At the start of the month, Scott and Jenner were captured out with Kris, Khloé, and Kendall at Agua Caliente Casino in Palm Springs over Thanksgiving break.

E! also spoke to an eyewitness of the holiday reunion. “They seemed very close,” the source said. “There was no PDA or anything romantic, but they seemed happy to be together. They whispered in each other's ears a lot and laughed. They were having a good time. They all headed back to Kris' house for the night.”

In mid-December, Kim was asked point-blank about Scott and Jenner's relationship status while on The Ellen DeGeneres Show. She tactfully responded, “No, I honestly don’t know, but I think that they’re just really close friends and co-parenting amazingly. The big ring, they’re definitely not engaged, and I think she’s wearing it on a different finger. I do know that I think she bought it herself. She can [afford it herself]. But, yeah, I don’t know the status of whether they’re together or not. I don’t think they are.”

Toward the end of the decade, a reconciliation seemed more evident for the exes. A source confirmed to E! that the couple spent Christmas together. “They want to keep things ‘normal,’” the source said, referring to co-parenting for Stormi. “Travis is invited to all of the family events and will be there. He and Kylie are on really good terms and want to spend every occasion together as a family of three. Kylie would never shut Travis out of holidays with Stormi, and she is glad that he is included.”

Two days after Christmas, Scott released the song, “Gatti,” which many speculated gave a nod to his breakup with Jenner. She even shared a screenshot of Scott's new album with the caption, “STORMIS DAD,” to her Instagram Story.

Then Scott graced the cover of XXL magazine, where he told the outlet he would always love Jenner:

“I’ve been spending time with my family and with my daughter, Stormi. Being a dad is better than what I thought it would be. Stormi is one of the best human beings I know. She’s like my best friend. She makes life a little bit easier. She just inspires me and she surprises me every day with how she’s thinking. It’s so crazy. Her mom and I came up with the name Stormi together. I love her mommy and I always will. The hard part about relationships is just trying to be in one without a million outside voices interfering.”

January 2020

Jenner rang in New Year's Eve with a different musician than her ex, dropping by The Weeknd's festivities instead. About a week later, Jenner and Scott flirted via IG comments. Plus, he liked a throwback photo from her pregnancy, signaling a shift in their relationship.

Towards the end of January, TMZ spotted the couple on a Disney World trip with Stormi, days before her second birthday. However, the outlet wrote that “they're no closer to getting back together or anything like that though...and it seems that's not even on the table right now.”

February 2020

In Jenner's post for Stormi's birthday, she shared a video of herself and Scott getting matching tattoos of their daughter's name.

Scott and Jenner's Disney outing seemingly foreshadowed the theme of their daughter's birthday bash. The couple threw Stormi an Astroworld-inspired party. Its theme was StormiWorld 2. (It was also a sequel to her first birthday, simply called StormiWorld.) Scott appeared in Jenner's photos from the evening on Instagram.

When Jenner was on the cover of Harper's Bazaar's March issue, she sounded off on rumors that she and Scott would soon get back together for good. TMZ even reported around the same time that the couple's friend group suspected something.

“We have such a great relationship,” Jenner said of the rumors. “We’re like best friends. We both love Stormi and want what’s best for her. We stay connected and coordinated. I think about [my parents] in situations with Stormi, what they would do. They were very hands-on with me, and I want the same for Stormi.”

As for giving Stormi a younger sibling? She responded, “My friends all pressure me about it. They love Stormi. I definitely feel pressure to give her a sibling, but there’s no plan.”

A day later, two sources spoke to E! about the exes' relationship status. One source told the outlet that Scott comes over “all the time” and that the pair is “always FaceTiming and texting” when they're not together. “They are spending more and more time together and really enjoying it,” that source continued. “It seems like the natural next step will be to get back together.”

A second source told E!: “Kylie and Travis are not officially back together but are pros at co-parenting Stormi at this point. Stormi keeps them very close, and they are on amazing terms.”

That source explained that while the two hadn't had “deep discussion about getting back together,” reconciliation “has been brought up many times.” The insider added, “It's inevitable they will get back together. Everyone around them sees the love they share and thinks they should just give it another chance.”

On February 11, Entertainment Tonight reported Jenner and Scott “are in love“ once more. “Kylie and Travis truly enjoy one another and are in love, but it can often be hard navigating their lives at such a young age,” the outlet's source said. “The couple needed to take a step back to reevaluate many things, but in doing so they are better now than ever.” The insider also added that the two spent Oscar night together at the Vanity Fair party.

However, a People source wasn't as quick to label Jenner and Scott as officially back on. “Kylie doesn’t want this public back-and-forth when it comes to her relationship with Travis,” a source told the outlet. “When she is ready to announce that they are back together, she will.”

The insider continued, “For now, they are great and happy. They spend most days together with Stormi.” The same source was also quick to mention that “Travis was obviously never thrilled that Kylie hung out with other guys. He is very protective of Kylie,” in reference to rumors she was dating Drake or ex Tyga after their split.

Scott and Jenner's actual relationship status remained up in the air publicly.

May 2021

Fans went in a frenzy as multiple outlets reported that Jenner and Scott were back together. A source told Entertainment Tonight that the two “are having fun together.” The source added, “they've always had a strong connection and chemistry, and they're exploring their relationship romantically again. They've been co-parenting so well together and have a lot of love for each other. Everyone around them can see that.”

June 2021

Jenner and Scott seemingly confirmed their relationship is on again after their 2019 breakup as they appeared together at the Parson Benefit in New York City. Scott, Jenner, and Stormi flew out to the occasion and took a family photo on the red carpet. As Scott was being honored at the ceremony, he shouted out Jenner and their three-year-old daughter. “Stormi, I love you and wifey, I love you,” the rapper said in his acceptance speech.

A source told E! that the pair “still have separate houses and are not living together, but they are romantic again and seem very happy with the direction they are headed.” The source confirmed that Jenner and Scott are happy to be back together. “Kylie and Travis are very happy and acting like a couple again. They hold hands and are affectionate. They aren't shy about showing their love for another. They support each other and are a constant in each other's lives.”

For Father's Day, Jenner took to her Instagram to share how much Scott means to her and Stormi. Jenner posted a sweet photo of her and Travis nearly kissing as she captioned the post, “happy father's day @travisscott 🤍 one day isn't enough to honor the dad you are. we are so blessed to have you .. 🤍.”

August 2021

Jenner and Scott kept their rekindled relationship out of the spotlight. E! reported new information about the couple and how they spent Jenner's 24th birthday. A close source told the outlet that “Kylie and Travis are doing really well. They have been inseparable when both aren't busy working. She loves having their family together.” The source continued, “Travis helped plan a low-key get-together for Kylie and had all of her family and a few friends over at the house. She was happy to do something mellow.”

On August 20, rumors emerged that Jenner was pregnant again. The news came just after a few months of Jenner and Scott's rekindled relationship. A source spoke to People and said that “Kylie is a few months along. She has a cute bump. She is beyond excited. She has wanted to give Stormi a sibling for a while. She loves being a mom. She is thrilled that she and Travis are pregnant again. She has been enjoying her pregnancy in private. She has only spent time with close friends and family.”

After much speculation, Jenner officially announced that she is expecting baby number 2 with Scott on Instagram. Her video included a clip of her and Scott finding out she was pregnant as Scott kissed her belly.

Jenner gave a snippet of her ultrasound appointments as she revealed the heartbeat of the baby. Scott and Stormi were with her. “🤍🤰🏻 @travisscott,” Jenner captioned the post.

November 2021

On Friday, November 5, during the first day of Houston's Astroworld Festival, a stampede began amongst the 50,000 people who filled Travis Scott's sold out show. This created a surge towards the stage, TMZ reported. In the ensuing panic, eight people died and more than 300 fans were injured. Reportedly 11 people went into cardiac arrest and were taken to the hospital, while most injured parties were moved to a field hospital nearby.

Jenner was at the event with Stormi, and wrote a message to her followers on her Instagram Stories, saying she and Scott are “devastated.”

“Travis and I are broken and devastated. My thoughts and prayers are with all who lost their lives, were injured or affected in anyway by yesterday’s events,” Jenner wrote. “And also for Travis who I know cares deeply for his fans and the Houston community.”

“I want to make it clear we weren’t aware of any fatalities until the news came out after the show and in no world would have continued filming or performing,” she continued. “I am sending my deepest condolences to all the families during this difficult time and will be praying for the healing of everyone who has been impacted.”

That same day, Scott released a statement on social media, writing, “I'm absolutely devastated by what took place last night. My prayers go out to the families and all those affected by what happened at Astroworld Festival.”

Scott added that he is in complete support of the Houston Police Department's investigation.

Later that month, Jenner posted something that looks a lot like an engagement ring on her Instagram, revealing that her back-on boyfriend Travis Scott gave her and Stormi matching diamond rings. “daddy got us matching rings 🤍⛈,” Jenner captioned the post. The ring was not on her left ring finger in the shot, but it still sparked rumors that the two may actually be secretly engaged.

A source told E! that the engagement “speculation is not true at all,” adding, “They are not engaged.”

The influencer later shared more snaps of her and Stormi matching, this time at Scott’s charity softball game to support his Cactus Jack Foundation. Her sister Kendall Jenner played on a team, and Kylie held up a “Kendall Is Our MVP” poster in to support her. Kylie was wearing a gray turtleneck bodycon maternity dress with a white coat and bag.

December 2021

A source told US Weekly that the couple was ready and extremely excited to welcome their second child. Jenner had supposedly been wanting to add to their family for a long time.

The source said, “She feels incredibly confident and is so overjoyed about expanding her family and becoming a new mom again.”

They continued, “Kylie has never felt more prepared for something in her entire life. Kylie and Travis are so elated to be on this journey again together....They are so in love with each other. They share a special bond as parents that no one else can touch.”

February 2022

The couple welcomed their son on February 2. One source told Entertainment Tonight, “Kylie and Travis are over the moon since the arrival of their baby boy. They have wanted to grow their family and give Stormi a sibling for a while and they couldn't be happier.”

“They both felt so ready for this, especially since they have a better idea of what to expect,” the source added. “Stormi is so thrilled that she gets to be a big sister and wants to help Kylie with all the mommy and parenting duties.”

A source told People that back at home, “Kylie has help, but is also very hands-on. Kylie and Travis are happy together. He is working on new music, but is also around a lot.”

Stormi herself is “very gentle” with her brother, the source said. “She is fascinated by her little brother and has been able to hold him,” the source claimed.

Jenner and Scott had decided on a name for their son that they'll share publicly “in a few days,” the source said. “[Travis] and Kylie picked a name together. They will share when Kylie is ready.”

Jenner announced her son's birth on her Instagram on February 6, featuring Stormi holding her brother's hand. “💙 2/2/22,” Jenner captioned it, revealing his birth date.

The couple eventually revealed the boy's name was Wolf, before retracting that and stating the name did not suit his personality, and they would be renaming him.

March 2022

More secret engagement and wedding rumors circulated after Jenner posted a photo on her Instagram Story featuring her left ring finger with both a diamond-filled band and a smaller gold band, resembling an engagement and wedding ring.

A source said that the rings did not signify anything and the couple is focused on their new addition to the family.

“They are getting used to having two little kids and it's a day-by-day process, but overall, they are doing great,” a source close to the couple told Entertainment Tonight. “They were prepared as they could be for this, and both of them wanted it more than anything. Having two kids made a big difference for them as parents, and in their own relationship in a positive way.”

They continued, “Travis has always been an extremely hands-on dad, and he has been by Kylie's side. He is a dedicated dad and very protective of their family. Kylie and the rest of the Kardashians and Jenners absolutely adore that about him,” the source explained. “He makes sure to show Kylie and their little ones how loved they are in many ways. They are doing well as a couple since welcoming their son.”

May 2022

A source told Us Weekly that they have been discussing a possible engagement but have kept it “super private.”

They apparently have “swerved the topic for years,” though they have “not ruled it out.”

“She does like her independence but can’t imagine herself long term with anyone other than Travis,” they said.

“The priority has been about taking care of the kids,” the source continued. “Keeping things between themselves calm and chilled and setting up boundaries that will give them the best chance of staying together in the long term.”

That May, they made a rare red carpet appearance for the Billboard Music Awards in Las Vegas, with Jenner in a striking blue floor-length, figure-hugging dress by Balmain. It was also their first red carpet together since their son's birth.

The couple brought out Stormi for the night, too.

June 2022

A source told Entertainment Tonight things are going well in their relationship.

Things between Kylie and Travis are the best it's ever been,” the source said. “They have the parenting thing down together and are more in love than ever before. Having two children together has brought them even closer, as parents and as a couple.”

The source added then that Jenner was glad to have Scott there to co-parent.

“Kylie was super prepared to be a mom of two and it's been extremely helpful to have Travis around and have him be so hands-on. Travis' involvement has really taken a lot of pressure off of her adjustment period,” the source said. “They have a system down and keep to their routines. They always make personal time for each other and ensure that they do family outings regularly.”

July 2022

The pair were spotted at a date night at the restaurant Craig's, holding hands. Jenner wore a sultry version of a little black dress, wearing a form-fitting latex mini dress. She wore her dark hair up and accessorized with sunglasses and black, open-toed heels.

September 2022

In September, Jenner said on The Late Late Show With James Cordon that the family was using a new name for baby “Wolf,” but had decided to wait on an announcement—and on making it legal.

“We haven't officially legally changed the name,” she said. “His name is still Wolf. His passport's Wolf, but that isn't gonna be his name. We're just waiting.”

October 2022

The couple were seen at Craig's in Los Angeles again, both wearing black. Jenner paired her mini dress with matching knee-high boots and wore her dark hair down in waves.

December 2022

Jenner joined Travis Scott in Miami, where he was performing at an event that was hosted by Wayne and Cynthia Boich on Miami Beach for Art Basel. The international art fair boasts a large party scene in addition to its artistic explosion.

In some adorable photos, Jenner and Scott were seen embracing and sharing the same cup in between sets. Jenner had her hair up in a half bun, and was wearing an oversized jacket and a pair of black sunglasses. In one hand, she held a glass they each sipped from and in the other was a mini black handbag. She leaned in to whisper to Scott before giving him a hug.

Scott was wearing a black T-shirt printed with a red design, a gray baseball cap, and several thick silver chains. He and rapper 50 Cent performed that evening for the crowd, which included Serena Williams, Hailey Bieber, and Jenner's sisters, Kim and Khloé Kardashian.

January 2023

Once again, Kylie Jenner and Travis Scott reportedly called it quits. A source told Us Weekly, “Kylie and Travis are off again, they were supposed to spend the holidays together, but she went to Aspen to be with her family and friends up there. This has happened so many times before, they’re known to be on again off again, but always remain friends and great coparents.”

Jenner spent the holidays in Aspen with her four-year-old daughter, and her friends Hailey Bieber, Justin Bieber, and Stassie Karanikolaou.

A source explained to People that lifestyle differences and trust issues are to blame for the break up.

“Kylie is very focused on her kids and her business,” the source explained. “She is not a big partier. Travis is the opposite. He likes to party. They definitely have different focuses. They always did.”

That source added that “[it has] never been an easy relationship,” and that Jenner “flips out” any time cheating rumors circulate. It’s one of the reasons they haven’t fully committed to each other, the source claimed.

“There is a reason that they never got married,” the source said. “It’s always been very up and down. And they have never even lived together. They have always had separate homes.”

But that doesn't mean they'll never get back together again.

“They have split several times in the past and this is probably not the end of their relationship,” the source said.

In January, following the break up, Jenner revealed her son's new name after 11 months of keep it a secret from the public. In a post in which she finally shared her infant's face, she stated his new official name is “Aire.”

This lead to some questions about pronunciation, with a fan account sharing the pictures of Aire and asking, “Do you think it's pronounced air or airey?”

Jenner saw the post and commented “AIR” with a red heart emoji.

April 2023

Scott got media attention for commenting “a beauty” on Jenner's Instagram of herself, shared on her makeup line's account, at the beginning of the month.

A source detailed to Us Weekly shortly after that Jenner was flattered by the tribute from her ex, and they remain on great terms despite not being romantically involved.

“Kylie thought it was really sweet of Travis to show his support for her in such a public way,” the source said. “That’s just who Travis is though. Even when they were a couple, he was never shy about showing big displays of affection and love.”

Of their relationship, the source added, “Even though they’re not together, they have an amazing bond and are still best friends. They have an open line of communication and a remarkable coparenting relationship. They’ve always made sure their kids know that they’re both there for them at all times and that will never change. Everybody knows that Kylie and Travis have had their ups and downs over the years, but they have deep respect and admiration for each other no matter what.”

June 2023

A source told Us Weekly that Jenner and Scott’s romance is really over. “Even though Kylie and Travis have broken up and gotten back together a number of times, their friends feel like they’re finally done for good,” the source said.

“It’s clear they’re both in a different space this time around and are happy to focus on coparenting their kids, rather than also trying to make things work romantically again,” the source continued. “Kylie and Travis are handling things really well and they communicate amazingly.”

September 2023

Reports of Jenner and Timothée Chalamet dating first began in April. On September 4, the secretive couple went public at Beyoncé’s Renaissance World Tour concert in Los Angeles. Videos and photos came out of them kissing.

More strikingly? Scott was at the concert, too. Entertainment Tonight reported that Scott arrived five minutes after Chalamet and Jenner did. The three stars were unsurprisingly not seen interacting.

October 2023

Jenner briefly touched on her relationship with Scott in her WSJ magazine interview, published on October 25. Co-parenting with him, “it’s going…. I think we’re doing the best job that we can do,” Jenner said.

November 2023

On Friday, November 24, the day after Thanksgiving, Jenner shared a studio black-and-white portrait with Stormi and Aire. In the photo, the kids are wearing matching black outfits with Aire in Jenner's lap and Stormi leaning against her. In the caption, the proud mom wrote, “my everything.”

January 2024

Two sources spoke to Us Weekly about Scott and Jenner’s relationship while discussing her serious romance with Timothée Chalamet.

Scott and Jenner don’t talk about her love life. “When Kylie and Timothée first started dating, Travis made a comment in passing that he doesn’t see it lasting, but he hasn’t mentioned anything since,” one source said.

A second insider added, “Travis is a great co-parent, and he doesn’t have a strong opinion on Kylie’s relationship. He’s dating a lot of women at the moment.”

What Kylie Jenner and Travis Scott’s Relationship is Like Amid Her ‘Serious’ Timothée Chalamet Romance (2024)
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