Kylie Jenner has her hands full. In addition to being the mother of a 4-year-old and an 11-month-old, she’s busy running a billion-dollar business, being a reality star, and juggling an on-and-off relationship with rapper Travis Scott. Jenner, 25, had been with the “Sicko Mode” artist for about five-and-a-half years as of December 2022, but reports and online speculation suggest their romantic relationship has recently hit another stumbling block.
2022 was a big year for the two, with the arrival of their son (name still TBA) and Scott stepping back into the spotlight after 10 people were killed in a crowd surge at the rapper’s Astroworld Festival in November 2021. Jenner’s famous family also debuted the new Hulu series The Kardashians, but if you were expecting to get a glimpse of their relationship, you were out of luck.
Piecing together intel on their relationship isn’t always easy, so it’s worth taking a look back at the couple’s years-long romance. Through the breakups, makeups, and babies, here’s a complete timeline of Jenner and Scott’s relationship.
April 2017: Coachella Hands
Roughly two weeks after splitting from her longtime boyfriend Tyga, Jenner was spotted holding hands with Scott at Coachella in April 2017. The pair reflected on the beginnings of their relationship in a 2018 interview with GQ, explaining that they “always knew each other” and had “mutual friends.” But their weekend at the music festival changed everything. At the time, a source told People that they had been “friends for a while” and were definitely “a thing.”
But Jenner and Scott may have been more of a “thing.” Shortly after Coachella, the makeup mogul spontaneously decided to join the rapper on tour. “He said, ‘I’m going back on tour — what do we want to do about this?’ Because we obviously liked each other,” Jenner told the magazine. “And I was like, ‘I guess I’m going with you’ … And then we rode off into the sunset.”
In late April, they were spotted sitting courtside at an NBA playoff game in Houston, Texas. An onlooker told People that they were “super hand-holdy” and that Jenner “wanted people to see them together.” The source added that while Scott was performing, Jenner was in the courtside club “anxiously waiting” for him. “They definitely looked like a couple, cuddled up next to each other among her friends,” the insider said. “They haven’t let go of each other since he got off the court.”
May 2017: Met Gala Date
The couple’s relationship continued to heat up the following month. On May 1, Jenner and Scott hung out together at the Met Gala. Prior to attending the star-studded event, the Kylie Cosmetics founder spoke about their romance in a confessional for her E! reality series, Life of Kylie. “I didn’t realize I would go through a breakup and then like, you know, start dating again,” she revealed, referencing her April split from Tyga.
However, joining Scott on tour turned out to be good for their relationship because it gave them “a lot of downtime” to get to know each other. “It was organic,” Jenner told GQ. “And we would just go to these random cities. We got to not be who we really were. Everything happened for a reason. We weren’t going out as ‘Kylie and Trav.’ We would just be in Cleveland, walking the street for hours. We would go on walks, and no one would bother us.”
On May 3, a source told Us Weekly that their casual friendship blossomed into a “serious” relationship. Jenner celebrated Scott’s birthday with him in New York, and the pair spent a night together on a yacht in Miami the next week. “Travis is telling friends that he and Kylie are the real deal,” an insider told the magazine. On May 14, TMZ reported that Jenner already met the rapper’s family and that “they’ve been inseparable since Coachella.”
Later that month, Scott released a love song titled “Butterfly Effect.” The lyrics never mention Jenner by name, but many fans assumed the track was about her and their friendship-turned-romance. The day after the song’s release, he promoted the track on Instagram by sharing a photo with his girlfriend captioned, “BUTTERFLY EFFECT 🦋🦋🦋🦋🦋.”
June 2017: Pregnancy Lyrics
In June, the entrepreneur filmed herself rapping along to Scott’s verse in SZA’s “Love Galore,” which includes lyrics about getting a girl pregnant. Although the rest of the world was unaware, Jenner was already several months pregnant with their daughter, Stormi, at the time. Later that month, the couple debuted matching butterfly tattoos on opposite ankles.
September 2017: Breaking Baby News
The news that Jenner and Scott were expecting a baby broke in September 2017, after the reality star’s first trimester, but the famous family played it off like it was just a baseless rumor. “She’s not confirmed anything,” Kris Jenner told The Cut at the time. “I think it’s kind of wild that everyone is just assuming that that’s just happening. Something happens every single day. You never know what is going to break at any moment.”
TMZ was the first to report on Jenner’s pregnancy, claiming that the couple already told many of their friends that they were expecting a baby girl. Longtime fans of the Keeping Up with the Kardashians star began furiously searching for a baby bump. Meanwhile, paparazzi photos of the reality star showed her in exclusively baggy clothes, and she had also been posting a lot of throwback photos.
November 2017: Is That A Ring?
By November, fans thought that Jenner and Scott were hiding more than just a pregnant belly. On Nov. 12, Kylie appeared to be wearing a massive diamond ring on Snapchat, leading many fans to wonder if the rapper popped the question.
January 2018: “Let Them Keep Fishing”
Scott didn’t address the engagement rumors, but he did speak for the first time about Jenner’s rumored pregnancy in January. “They’re just guesses,” he told Billboard, refusing to confirm if the reports were true. “Let them keep fishing.”
February 2018: Their Baby Is Born
Jenner and Scott welcomed their first child on Feb. 1. Three days later, the beauty mogul shared an emotional post on social media announcing their new addition. “I’m sorry for keeping you in the dark through all the assumptions,” she wrote to her fans. “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,” she continued. “There was no gotcha moment, no big reveal I had planned. I knew my baby would feel every stress and emotion so I chose to do it this way for my little life and our happiness.” Jenner went on to gush over her newborn and thank those who’ve supported her.
“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,” she wrote. “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 happiness like this I could burst! Thank you for understanding.”
After posting the announcement, Jenner shared an emotional video titled, “To Our Daughter,” which gave fans an intimate look at her pregnancy and her relationship with Scott. The following week, Jenner revealed on Instagram that Stormi would be taking the rapper’s last name, which is Webster. At the end of the month, Jenner returned to Instagram to show off her brand new $1.4 million Ferrari, which was reportedly a “push present” from her beau.
April 2018: Back To Coachella
One year and one newborn baby later, Jenner and Scott returned to where it all started: Coachella. But the fun didn’t end there. On April 28, the KUWTK star rented out an entire Six Flags theme park for her boyfriend’s birthday.
May 2018: Rumors And Met Gala
The family of three kicked off the next month on their first family vacation to Turks and Caicos. Upon returning from their tropical island getaway, Jenner and Scott attended the Met Gala together. About a week later, however, the new mom had to address rumors that her bodyguard was Stormi’s real father. While she didn’t pay the rumors too much attention, she did shut them down with two simple words. “Stormi’s parents,” she wrote next to a photo of her and Scott on the red carpet.
June 2018: Another Family Vacation
Jenner, Scott, and Stormi vacationed together again in June. The trio was spotted in France with Kim Kardashian, Kanye West, and Kylie’s former best friend Jordyn Woods at Paris Fashion Week. A source told Us Weekly that the new parents were “obviously still together and genuinely so happy.” “It’s amazing how much Stormi has brought them together,” the insider added before gushing over Scott’s parenting skills. “He’s been really supportive, wants to be there for all the milestones,” they said. “He’s been moving work commitments to spend as much time as he can around Stormi.”
July 2018: GQ Cover Stars
In July, Jenner and Scott graced the cover of GQ and gave fans a window into their relationship. After revealing that they don’t go on dates and don’t quite remember how they first met, the rapper said that their relationship is different because “Kylie actually likes me for me.” But still, Scott has a difficult time with all of the attention.
“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,” Jenner said. “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.”
“When we fight, it’s usually just because we’ve been away from each other for too long and we didn’t see each other for like two weeks,” the reality star told the magazine. “And we have Stormi now, and I can’t travel with her. She’s too young. So it’s harder to see each other.” Elsewhere in the interview, she revealed the most romantic thing he’s ever done for her.
“On my birthday, he woke me up out of bed at like six in the morning. He was like, ‘We gotta go,’ and I’m just like half asleep, like, ‘What do you mean? What do you mean?’ And he just starts pulling me, and the sun was just coming up, and he had flowers all the way down his house and violin players everywhere,” she recalled.
August 2018: Lyrical Love
At the beginning of August, Scott released his third studio album, Astroworld, which included lyrics about Jenner and Stormi. “Passes to my daughter, I’ma show her what it took / Baby mama cover Forbes, got these other b*tches shook,” he raps on “Sicko Mode.” Later that month, the couple attended the MTV Video Music Awards together, where the rapper performed a medley of hits.
December 2018: “We’ll Get Married…”
After Jenner and Stormi joined Scott on the road in November for his Astroworld: Wish You Were Here Tour, the rapper told Rolling Stone in December that he was planning on popping the question. “We’ll get married soon,” he told the magazine. “I’ve just got to sturdy up — I’ve got to propose in a fire way. It got to a point where I was like, ‘I need her with me to operate. She’s that one.’”
February 2019: Grammy Night
The happy couple walked the red carpet together at the 2019 Grammys. Scott was nominated for three awards that night, including Best Rap Song, Best Rap Performance, and Best Rap Album.
April 2019: Matching “Stormi” Tattoos
You already knew about the couple’s matching butterfly ink, but did you know about their matching “Stormi” tattoos? In April 2019, Jenner threw a birthday party for Scott that had everything from a Hennessy Slurpee machine to — you guessed it — a pop-up tattoo parlor.
May 2019: Third Met Gala Together
Jenner and Scott attended the Met Gala together again in May 2019. The rapper hit the famous steps in an all-brown outfit with black leather accessories, while his girlfriend stunned in a sparkly purple gown with matching purple feathers.
August 2019: Scott’s Documentary
Later that summer, Travis’ documentary, Travis Scott: Look Mom I Can Fly, premiered on Netflix. The film documented the creation of his Astroworld album and featured intimate footage of his relationship and the birth of his daughter.
September 2019: Sex Life Talk
The next month, the couple posed together for Playboy’s Pleasure Issue. The KUWTK star shared one particularly steamy picture from the photo shoot on Instagram, captioned, “When Houston meets LA.” In the interview, the pair opened up about their sex life. “A lot of people claim that having a baby can hurt your sex life, but I feel like that’s the opposite of our experience,” the rapper said. Jenner responded, “Yeah, I feel like we’ve definitely proven that rumor to be wrong.”
October 2019: A Strained Relationship
Shortly after their Playboy photo shoot, rumors began swirling that Jenner and Scott’s relationship was on the rocks. A source told People that they were “taking some time but not done.” A separate source told E! News that they weren’t “officially calling it quits on their relationship, but are taking space apart.” The insider added that their careers were putting a strain on their relationship.
Days later, the Kylie Cosmetics founder confirmed the news on social media. “Travis and I are on great terms and our main focus right now is Stormi,” she tweeted. “Our friendship and our daughter is priority.”
March 2020: Memories
Fans speculated about the status of their relationship again in March when the reality star shared three throwback photos of her and the rapper sitting courtside at a basketball game in 2017. A source told ET that they “always had love and respect for one another but took a brief break last year because they both had so much going on.”
The insider added that their lives hadn’t slowed down, but that they were in a “better” position to handle everything. “At the end of the day, the couple is happy to have their family back together,” the source said. It’s worth noting that, at this point, neither Jenner nor Scott had addressed whether or not they were back together.
May 2021: Reconciliation Rumors
After more than a year, reconciliation rumors popped up again when the makeup mogul flew to Miami to celebrate the “Escape Plan” artist’s birthday. “Kylie and Travis are messing around and having fun together,” a source told ET after the reality star shared a video of her and Scott at the club. “They’ve always had a strong connection and chemistry and they’re exploring their relationship romantically again.”
Then, Daily Mail reported that the couple was in an open relationship, a rumor that did not sit well with Jenner at all. “You guys really just make up anything,” she tweeted alongside a screenshot of the article. In a separate tweet, she wrote that she’s not “discrediting anyone who’s in an open relationship,” but added that it’s “careless and disrespectful to throw this narrative out there without knowing what’s true.”
June 2021: “Wifey, I Love You”
In June 2021, Jenner, Scott, and Stormi walked the red carpet together at the 72nd Parsons Benefit, where the rapper was being honored. “Stormi, I love you and wifey, I love you,” he reportedly said in his speech, confirming that he and Jenner were back together. Someone at the event told People that they seemed “fully back on” and that they were being “very sweet and cute together.”
September 2021: Second Pregnancy
On Sept. 7, Kylie announced her second pregnancy with an emotional video on Instagram. The reality star gave her followers a glimpse at her positive pregnancy test, her ultrasound appointments, her baby bump, and the moment she shared the exciting news with Scott and family matriarch Kris Jenner. “Stormi, we’re going to have a baby,” Kris said when Stormi showed her photos from Kylie’s ultrasound. “This is one of the happiest days of my life.”
November 2021: She Defends Him
Jenner came to Travis’ defense after 10 people were killed in a crowd surge at the Astroworld Festival at Houston’s NRG Park on Nov. 5. She also sent her condolences to those impacted by the tragedy. “Travis and I are broken and devastated,” she wrote on her Instagram stories on Nov. 7. “My thoughts and prayers are with all who lost their lives, were injured or affected in anyway by yesterday’s events.”
She went on to say that he “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 added. “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.”
February 2022: Their Second Baby Arrives
On Feb. 2, Jenner’s family of three became a family of four. The Kardashians star announced the birth of their son a few days later with a photo of his hand. “💙 2/2/22,” she wrote. The next week, she revealed that they named him Wolf Webster. But after sharing a video tribute for their son the following month, she announced that they had a change of heart. “FYI our son’s name isn’t Wolf anymore,” Jenner wrote on her Instagram story. “We just really didn’t feel like it was him.”
April 2022: Baby’s First Easter
On April 17, Easter Sunday, Jenner shared a photo of Scott holding their baby son, as part of a slideshow of her family’s extravagant festivities. Their infant’s face was not seen, but he was sporting jeans and black sneakers in the adorable snapshot.
The new photo came days after Jenner confirmed in an interview that she and Scott had still not named their baby son, but they were considering some ideas. “We have some strong options, but we haven’t officially changed it,” she told ET on April 11. “Before I officially change it, I want to make sure.” According to her, Wolf was actually never in consideration to begin with. “It just was something Khloe suggested,” she admitted.
May 2022: Billboard Music Awards
Jenner and Scott turned the 2022 Billboard Music Awards into a family affair. The couple brought their daughter, Stormi, along for the evening to walk the red carpet and watch the rapper’s first televised performance since the Astroworld Festival tragedy in November 2021.
After his performance, Scott was greeted backstage by his girlfriend and daughter for a heartwarming embrace. The Billboard Music Awards social media accounts shared the sweet moment of the rapper lifting Stormi into the air and hugging her. A moment later, Jenner enveloped them both before they walked off together.
August 2022: Romance In London
The couple was photographed out and about in London in early August, including on a dinner date at The Twenty Two after Scott performed at London’s O2 arena on Aug. 6. The next day, Jenner shared three mirror selfies of an affectionate moment between them on Instagram with the caption, “utopia with you.”
October 2022: Another Date Night
Jenner and Scott were snapped having another dinner out together on Oct. 13. This time, they were back home in Los Angeles and went to Craig’s in West Hollywood. The two looked cozy and were holding hands when they were spotted.
Early December 2022: Party PDA
The longtime loves looked affectionate again when they spent time together at Wayne and Cynthia Boich’s Art Basel Party in Miami Beach, Florida on Dec. 2. Scott was one of the evening’s performers, but he still found time to snuggle up to Jenner.
Late December 2022: Christmas With Kylie
Although the parents of two looked close in early December, the last weeks of the month started to raise some questions for ultra-attentive fans. Jenner posted numerous holiday photos on Instagram, but Scott was nowhere to be seen in them.
January 2023: State Of The Union
By the beginning of the new year, some fans were already speculating that the couple had broken up again. An unnamed source told Us Weekly on Jan. 7 that they had indeed split. “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,” the insider said. “This has happened so many times before, they’re known to be on again off again, but always remain friends and great coparents.” So far, there’s no official word from the couple, but a breakup certainly looks possible. (Bustle reached out to Jenner and Scott’s reps for comment but did not hear back at the time of publishing.)
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