You’ve seen the headlines, the paparazzi blurry shots, and the "hard launches" at Beyoncé concerts. It’s kinda wild to think that Kylie Jenner has been in the public eye since she was practically a kid, which means her dating life has been dissected like a high school biology project. Honestly, keeping track of who she’s actually dated versus who she was just seen grabbing a salad with is a full-time job.
Most people think it’s just a list of rappers. It's not.
From teenage flings with pop stars to her current "basically married" status with a certain Oscar nominee in early 2026, the history of who has kylie jenner dated is way more varied than the internet gives her credit for. She doesn't just date; she builds foundations. Or at least, that’s what the guys in her life keep saying during their award acceptance speeches.
The Early Days: Before the Lip Kits
Before the billionaire status and the private jets, Kylie was just the youngest sister on a reality show trying to navigate 2011. Her first real brush with a public relationship was with Australian singer Cody Simpson.
They were 14.
They met at the Breaking Dawn: Part 1 premiere. It was very 2011—Twitter rumors, "innocent" red carpet interviews, and a romance that lasted a few months before fizzling out. Cody eventually moved on to Gigi Hadid, but for Kylie, it was the first time the world realized her dating life was going to be a major commodity.
Then came Jaden Smith in 2013. This one was always a bit of a "best friend" situation that felt like more. They were spotted holding hands, and she even took him as her date to Kim and Kanye’s wedding in Florence in 2014. While they never officially screamed it from the rooftops, the vibe was definitely there. Jaden is actually the one who introduced her to Jordyn Woods, so he basically shaped her entire social circle for a decade.
The Tyga Years and the Controversy
If we’re being real, the relationship with Tyga is where things got complicated. They met at Kendall’s 16th birthday party when Kylie was just 14 and he was 21. That’s a gap that raised eyebrows then and still looks messy in hindsight.
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They didn't go "official" until she turned 18 in August 2015.
Suddenly, there were Ferraris for birthdays, matching tattoos, and enough drama to fuel three seasons of Keeping Up with the Kardashians. It was on-again, off-again for nearly three years. They finally called it quits for good in April 2017. Kylie later said on her spinoff show, Life of Kylie, that she just felt too young to be in something so heavy. She didn't want to look back and feel like he took her youth away.
Travis Scott and the "Wifey" Era
Literally weeks after the Tyga split, Kylie was spotted at Coachella with Travis Scott. Talk about a pivot.
What started as a festival fling turned into a five-year saga. Within months, she was pregnant with Stormi. The "secret" pregnancy of 2017 is still one of the most impressive PR feats in Hollywood history. For years, they were the "it" couple—matching butterfly tattoos, lavish vacations, and Travis calling her "wifey" on stage while fans waited for an engagement ring that never quite stayed on her finger.
They broke up in 2019, got back together in 2021, had their son Aire in February 2022, and then finally split for what seems like the last time in late 2022. According to People, they just couldn't make the lifestyles mesh long-term, though they're reportedly great at the co-parenting thing now.
The Timothée Chalamet Revolution (2023–2026)
Nobody saw this coming. Seriously, if you had told anyone in 2022 that Kylie Jenner would be dating the star of Dune, they would’ve laughed you out of the room. But here we are in January 2026, and the world is finally realizing they are the real deal.
They first met at a Jean Paul Gaultier show in Paris in early 2023.
It started with her Range Rover in his driveway and escalated to a full-blown PDA session at Beyoncé's Renaissance tour. While the internet spent all of 2024 calling it a "PR stunt," the couple has spent the last few years proving everyone wrong.
Why this relationship is different:
- The Privacy Factor: Unlike her previous relationships, this one has been kept mostly off social media. No "official" Instagram posts for nearly three years—until Timothée finally shared a photo of her hand holding his Golden Globe this month.
- The Family Approval: Caitlyn Jenner recently told reporters at LAX that Timothée is "very good" for Kylie and makes her genuinely happy.
- Public Declarations: At the 2026 Critics Choice Awards, Timothée thanked his "partner of three years" during his Best Actor speech for Marty Supreme. He called her the "foundation" of his life.
There are even rumors floating around right now that they’ve quietly moved in together. Some fans are even convinced they’ve secretely tied the knot after a nameplate reading "Kylie Jenner-Chalamet" went viral, though that’s likely just some very talented Photoshop at work.
What You Should Know About Her Dating Style
Kylie doesn't really "date around." If you look at the timeline of who has kylie jenner dated, she tends to go for long-term, committed situations. She’s a serial monogamist who prioritizes her kids, Stormi and Aire, above everything else. Sources say Timothée has been great with the kids, which was the dealbreaker for her.
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If you’re trying to keep up, here’s the reality: she’s moved away from the high-drama, music-video-centric relationships of her teens. She’s 28 now. She’s a mogul. She seems to want someone who has their own lane, and an Oscar-nominated actor with a private life fits that bill perfectly.
Actionable Insights for Fans
If you're following the Jenner-Chalamet era, keep an eye on the 2026 awards season. With Timothée winning big for Marty Supreme, Kylie has been a staple at his side, often skipping the red carpet to meet him inside—a move that keeps the "private" vibe while still showing support.
Don't expect a wedding special on Hulu anytime soon; if they do get married, you'll probably find out six months after the fact via a blurry photo of a ring. That's just how the new Kylie operates. She's traded the loud, flashy "look at us" energy for something that actually seems to last.