They say that the strongest relationships often blossom organically, unexpectedly, and seemingly out of nowhere—and for Kylie Jenner and Travis Scott, this has indubitably been the case.
At multiple points, the mogul and rapper's unlikely relationship has lacked a definitive title, though it's evident that something special has always existed between the two. Since 2017, Jenner and Scott's larger-than-life romance has amounted to more than just extravagant gifts and gestures (like their matching Lamborghinis and Scott's bed of roses, for two)—but also a slew of iconic appearances, as well as a universally adored four-year-old daughter and newborn son.
Through it all, the lovers and co-parents have proven the extent of their mutual support and loyalty through thick and thin—including through a breakup and makeup—and the ways in which a solid, devoted relationship can transcend all the labels.
Below, see the highlights from Jenner and Scott's mostly romantic, co-parenting relationship, and continue to watch this space for updates.
The pair are first spotted looking like an item at Coachella Valley Music and Arts Festival in 2017, during which fans leak photos of the two holding hands. Per a People insider, the hangout is initially part of Jenner's jealousy ploy against Tyga—whom Jenner split from just a month prior—but the two ultimately hit things off for real, so much so that Jenner makes the spontaneous decision following the festival to join Scott on tour.
Later, in 2018, Jenner revealed these beginning stages of their relationship in a joint cover interview with the rapper. "He said, 'I'm going back on tour—what do we want to do about this?' Because we obviously liked each other," the makeup mogul told GQ. "And I was like, 'I guess I'm going with you.' ... And then we rode off into the sunset."
In an official public appearance, the pair get cuddly and steamy on the front-row bleachers during a Houston Rockets and Oklahoma City Thunder game in Scott's hometown in Texas. "They definitely looked like a couple," a People source says, adding that Jenner was "cuddled up" with the rapper and kissing his neck throughout the game.
The pair immortalize their romance with coordinated ankle tattoos of tiny butterflies, which the two proudly showcase to friends and family at Khloé Kardashian's 33rd birthday bash at TAO in Los Angeles, according to a People source. Later the same month, the two are also spotted wearing matching sparkling bands around their fingers, further testifying to their growing devotion to one another.
"Their relationship seems to be getting stronger and they're closer than ever," the insider adds.
The rapper invests in Jenner big time with a new dazzling diamond necklace for her 20th birthday. In a low-key celebration, Jenner and Scott go out on a double date with older Kardashian sister Khloé and her then-boyfriend Tristan Thompson to see Halle Berry's Kidnap. The couples are also joined by several close friends, including Jenner's (ex) BFF, Jordyn Woods.
A source tells People that the Kardashian family "loves Travis" and has been on board with his romance with Jenner. "Kylie and Travis are doing great," the insider adds. "There's no drama with Travis. He's a cool guy. He treats Kylie with a lot of respect and love. Kylie is very happy."
Following six months of heavy speculation, the mogul officially confirms the rumors of her pregnancy with an open letter on Instagram announcing the birth of her and Scott's first child, daughter Stormi Webster.
In what would become an iconic statement, Jenner writes, "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 lifestyle 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!"
The rapper continues to pamper Jenner—this time, with a bright orange Lamborghini Aventador, which matches with his own model in a darker hue. "Mom and dad," Jenner captions a shot of their two cars on Instagram.
For the rapper's 27th birthday, the new mom rents out the entire Six Flags park for family and friends to celebrate. "Rented out six flags for baby's birthday," Jenner writes on her Instagram Story alongside a video showcasing one of their many rollercoaster rides of the day.
The pair star in GQ's August issue, where they reveal intimate details of their relationship.
"I don't even be looking at motherfuckers," he told the magazine. "I don't be looking at shit. Kylie actually likes me for me. Man, hell nah. Nervous for what? I'm on my own island. So hey, come over there to Astroworld. I'm not into all the other sh*t. I don't get involved. I'm over here. Kylie is different."
Jenner makes her first major postpartum appearance at the Met Gala with her rapper beau.
The rapper features the young billionaire in his music video for "STOP TRYING TO BE GOD," a track from his third studio album, Astroworld.
The couple make their first awards show appearance as a couple at the 61st Annual Grammy Awards.
In a romantic message to Scott on his 28th birthday, Jenner calls the rapper her "bestie & hubby" and alludes to the possibility of having another child.
"Watching you evolve into the partner, friend, son, and father you are today has been so fulfilling, she writes in an Instagram post, featuring a series of photos of the couple and their daughter, Stormi. "My real life bestie & hubby all wrapped into one. I love you and I’m so so proud of you. happy happy birthday."
Concluding the message, she writes. "Let’s f*ck around and have another baby."
Jenner and Scott pose for a steamy, eight-page spread onPlayboy's Pleasure issue, which the rapper also creatively directs.
Throughout the cover interview, they open up about the ways their sex lives have evolved since becoming parents. "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," says the "Sicko Mode" rapper in the interview. Speaking to Scott, Jenner adds, "You remind me that motherhood and sexuality can coexist, and just because you embrace your sexuality doesn't mean you have loose morals or you're not a good mother."
The mogul continued, "You can be sexy and still be a badass mom."
The two take a break from their romance after two years of dating, People insiders report. The news comes after TMZ reported back in February that Jenner accused the rapper of cheating, prompting him to cancel his February 28 show in Buffalo, New York.
"They are taking some time but not done," says a source close to Jenner. "They still have some trust issues, but their problems have stemmed more from the stress of their lifestyles."
Despite the split, the pair remain on civil, even friendly terms over the next two years as they continue to co-parent Stormi and coordinate family outings. They still publicly commemorate one another on Instagram for their birthdays (as well as on Mother's Day and Father's Day), and are also seen together on several night outings, including at the Oscars afterparty on February 9. At some point in 2021, the two get back together, though lines remain blurred on when exactly the turning point took place.
"Even after they split, they always spent a lot of time together," a source later tells People. "They are great co-parents and love hanging out. ... It always seemed possible that they would get back together."
The pair publicly reunite for the first time since their split on parenting duty at StormiWorld 2, their iconic birthday bash for their 2-year-old.
The two are easing their way back into a romance—per new sources—but going with the flow and prioritizing parenting. "They love each other. They enjoy spending family time with Stormi. They all travel together. Kylie and Travis also have date nights," the insider reveals. "They are not exclusive, but Kylie isn't seeing anyone else, either."
"They are not putting any pressure on their relationship," the source adds. "They get along and things are great. They both want to be as present as possible for Stormi. Kylie and Travis have worked hard to create a great family situation."
The pair make their first red carpet appearance with Stormi at the annual Parsons Benefit in New York City.
From the looks of the photos and additional reports from sources, the pair seem "fully back" on at this point. "Although they always got along, there is a different energy between them now," an insider said. "Kylie and Travis are very close again. Kylie flew to NYC to support him. It's just great to see them back together."
Jenner announces that she and Scott are expecting their second child via a sweet video montage on Instagram, featuring clips of her positive pregnancy test results, the baby's ultrasound, as well as the heartwarming moment that momager Kris Jenner first hears the news. "Wait a second... are you pregnant?" Kris excitedly says to the mogul in one of the clips. "Stormi, we're gonna have a baby! This is one of the happiest days of my life!"
The rapper dedicates another gift to the special women in his life: matching rings for Jenner and Stormi. "Daddy got us matching rings 🤍⛈," Jenner writes on Instagram alongside a picture showcasing the new jewelry.
The pair welcome their second child, a baby boy, whose birthday falls just a day after Stormi's. Jenner announces the news on Instagram with a black-and-white photo of the newborn's hand in Stormi's, alongside the caption, "💙 2/2/22."
While it is initially announced that their son's name is Wolf, Jenner later writes on her Instagram Stories that she and Scott have had a change of heart. The couple have yet to confirm their son's new name.
In another grand romantic gesture, the rapper surprises Jenner on Valentine's Day with a bed of dozens of pink and white roses surrounding an oversized pink bear and gingerbread house. Jenner later shares a photos of the arrangement on Instagram.
"He is a romantic guy," a source tells People. "[Jenner] was teary-eyed about it. They also had a special dinner."
The family trio showed out at the red carpet in style at this year's Billboard Music Awards in Las Vegas wearing cool, coordinating neutrals.
Jenner makes a trip to London alongside daughter Stormi to support Scott during his performance in the city's O2 area. Jenner later shares a series of mirror shots with the rapper from backstage on Instagram. "Utopia with you," Jenner writes in the caption.
"Things between Kylie and Travis are going super well," a source tells ET. "They have really mastered being together and successfully co-parenting. It's really working for them and they are just living life. They're doing fantastic as parents of two."
"Travis is very involved as a father and Kylie loves that," the source adds. "He really makes Kylie and his family a top priority, which is a big reason as to why they work as a couple. He is always going above and beyond as a dad and as a partner and Kylie appreciates his dedication to her and their little ones."
Scott shares a sweet birthday tribute to Jenner on her 25th birthday. On his Instagram Story, he posts a series of photos and videos of the makeup mogul, writing in separate slides "happy," "f*ckkkkking," "birthday mi 🤎🤎🤎🤎🤎🤎🤎🤎."