They were the couple that literally "broke the internet" before that phrase became a tired marketing cliché. In 2017, a single photo of them at Coachella sent the world into a tailspin. Now, in 2026, the dust has finally settled on the Kylie Jenner and Travis Scott era. It’s weird to think back on it now, especially with Kylie and Timothée Chalamet basically acting like a married couple these days. But for a solid five years, Kylie and Travis were the blueprint for a specific kind of high-glamour, high-mystery relationship.
Honestly, people still get a lot wrong about why they didn’t work out. It wasn't just one big blowout fight or a single "gotcha" moment. It was a slow burn of lifestyle differences and the impossible pressure of being two of the most famous people on the planet while trying to raise kids.
The Coachella Spark and the "Hidden" Pregnancy
They met in April 2017. It wasn't a planned date. It was a "hey, you're here, I'm here" moment at a music festival. Within weeks, Kylie was literally living on a tour bus. She told GQ back in 2018 that they just "rode off into the sunset" together. It sounds romantic, but it was also incredibly fast.
Then came the silence.
The most fascinating part of the Kylie Jenner and Travis Scott story remains the 2017-2018 pregnancy blackout. While the rest of the world was arguing over whether she was hiding a baby bump under baggy t-shirts, Kylie was actually living a relatively normal life for the first time since she was ten. She later admitted that she needed that time to prepare for motherhood without the world watching. When Stormi Webster was born on February 1, 2018, it wasn't just a birth announcement; it was a cultural event.
Why things started to fray
The honeymoon phase was loud. Patek Philippe watches, Lamborghinis, and "Astroworld" themed birthday parties that cost more than most people's houses. But by 2019, the cracks were showing.
You’ve probably heard the rumors. There were whispers of trust issues and infidelity that surfaced around the time Travis was on his massive Astroworld tour. While his reps denied everything, the couple took their first official break in October 2019.
"We both love Stormi and want what's best for her," Kylie told Harper's Bazaar in 2020.
They were basically the poster children for "it's complicated." They would spend holidays together, post "hubby" captions on Instagram, and then go months without being seen in the same zip code. It was a cycle of breaking up and making up that kept the tabloids in business for years.
The family grew, but the distance remained
They officially got back together in 2021. Not long after, they announced a second pregnancy. Their son, Aire (originally named Wolf, which we all remember was a whole thing), was born in February 2022.
But having a second child didn't fix the fundamental problem. Travis is a workaholic. He’s a "busy body" who lives for the studio and the stage. Kylie, despite her billion-dollar empire, is a self-proclaimed homebody. She wants the white picket fence—or, well, the $36 million Hidden Hills version of it.
The final split happened around the end of 2022. No drama. No messy lawsuits. They just realized they were heading in different directions.
Where they stand in 2026
Fast forward to today. If you're looking for a reconciliation, don't hold your breath.
Kylie has been with Timothée Chalamet for three years now. It’s a completely different vibe. At the 2026 Golden Globes, Timothée even called her his "partner" in his acceptance speech. He's reportedly very involved with Stormi, now 7, and Aire, who is 3.
Travis is still Travis. He’s focused on his music and his brand. But here’s the thing: they are actually good at co-parenting. Just last year at Coachella 2025, Kylie was spotted backstage at Travis’s set so Stormi could see her dad perform. They chat. They're cordial. They've mastered the art of the "modern family" without the romantic baggage.
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Lessons from the "Trylie" era
What can we actually learn from the Kylie Jenner and Travis Scott saga? Mostly that you can't force a relationship to work just because the "aesthetic" is perfect.
- Prioritize the kids, always. Even when they were at odds, they never used their children as pawns in the media.
- Privacy is a choice. Kylie proved you can disappear if you really want to.
- Lifestyles have to align. You can love someone deeply, but if one person wants to tour the world and the other wants to stay home, the math just doesn't work.
If you’re still keeping tabs on them, the best way to stay updated is to follow their official business accounts rather than the gossip pages. Travis usually drops hints about his life through his music lyrics, while Kylie’s recent "Khy" and "Kylie Cosmetics" vlogs often give a glimpse into her daily life as a mom of two.