By Siam 
Kylie’s love life has always sparked endless curiosity among fans, evolving from flashy rapper connections to a more grounded, high-profile Hollywood pairing. Research suggests her relationships reflect her personal growth, starting young and navigating fame’s pressures.
- Began with rumored teen crushes like Cody Simpson and Jaden Smith, setting the stage for public scrutiny.
- High-profile romance with Tyga marked her entry into serious celebrity dating, full of drama and on-off moments.
- Travis Scott brought family into the mix, with two kids and a co-parenting dynamic that’s mostly amicable, though breakups were tough.
- Current bond with Timothée Chalamet seems steady, blending her mogul world with his acting scene, amid whispers of deeper commitment.
- Overall, it seems likely that Kylie’s path shows maturity, prioritizing privacy and balance over spectacle.
Her story isn’t without controversy, as some fans debate the influence of her family’s spotlight on her choices, while others celebrate her independence. Evidence leans toward positive co-parenting with Travis, and her link with Timothée feels genuine based on recent sightings.
Kylie Jenner relationships have shifted from impulsive youthful ones to thoughtful partnerships. Early on, she dealt with intense media attention, like the age gap buzz with Tyga. With Travis, it was about building a family amid career highs. Now, with Timothée, it’s a quieter vibe, focusing on mutual support. You can see this in how she’s handled breakups, always putting kids first.
As of early 2026, Kylie and Timothée appear solid, attending awards shows together and sparking marriage rumors. No official word, but their PDA suggests a strong connection. For more, check out updates on sites like People or Elle.
Well, let’s dive right in. If you’re anything like me, a total sucker for celebrity gossip, then Kylie Jenner’s relationships are probably high on your list of must-know topics. She’s not just a makeup mogul or a reality TV star, she’s basically the queen of turning personal life into pop culture gold. Think about it: from her early days dodging paparazzi with rumored crushes to her current cozy setup with a certain Oscar-nominated actor, Kylie’s romantic timeline reads like a blockbuster script. And honestly, this isn’t talked about enough, how her love life mirrors her growth from a teen under the Kardashian-Jenner microscope to a confident mom and businesswoman.
You might wonder, what makes her dating history so fascinating? It’s the mix of drama, heartbreak, baby surprises, and those red carpet debuts that keep us hooked. In this deep dive, we’ll map out Kylie Jenner dating history chronologically, sprinkling in some behind-the-scenes insights and even a handy comparison table to break it all down. Whether you’re here for the Timothée Chalamet and Kylie Jenner scoop or curious about her Travis Scott breakup, buckle up. We’ll cover everything from celebrity romance timelines to Hollywood power couples, with a nod to how co-parenting fits into the Kardashian-Jenner family dynamic.
- Early Romances: The Teen Years
- The Tyga Chapter: Drama and First Loves
- Travis Scott: From Coachella Sparks to Family Life
- Rumored Flings and Transitions
- Timothée Chalamet: The Modern Fairy Tale
- A Comparison of Key Relationships
- FAQs on Kylie Jenner’s Relationships
- Wrapping It Up
Picture this: a young Kylie, just stepping into the limelight thanks to Keeping Up with the Kardashians, and already the rumor mill is churning. Back around 2011, whispers started about her and Australian singer Cody Simpson. It was one of those fleeting teen things, you know, the kind where neither really confirms it, but years later Simpson spills the beans in an interview, joking about her nicknaming him “K-O-D-Y.” Nothing too serious, but it set the tone for how her life would play out in headlines.
Then came Jaden Smith in 2013. They were spotted everywhere, from London to New York, and Jaden even called her his best friend in interviews. Kylie posted a sweet birthday tribute, saying he “gets” her like no one else. Was it full-on dating? Hard to say, since they never went official, but it had that innocent, celeb-kid vibe. Some folks speculate it was more platonic, but let’s be real, the photos told a different story. These early links highlight how Kylie Jenner dating history kicked off with low-key, friendship-blurred connections, before the big leagues hit.
Around 2014, there were quick rumors with folks like Lil Twist and Miles Richie, even a supposed Justin Bieber fling. Nothing stuck long, but it shows the chaos of growing up famous. You might not know this, but Kylie later reflected on these times as learning curves, figuring out love amid constant scrutiny.
Ah, Tyga: the relationship that put Kylie on the romance map for real. They met way back in 2011 at her sister Kendall’s birthday bash, but things didn’t heat up until 2014. Tyga, fresh off ending his engagement to Blac Chyna (who shares a kid with Kylie’s brother Rob, talk about family ties), hosted Kylie’s 17th birthday. By 2015, he was gifting her a Ferrari and getting inked with her name. She starred in his “Stimulated” video, which raised eyebrows over the age difference (she was 17, he 25).
It was on-and-off from there. They split in May 2016, amid cheating rumors (hello, PartyNextDoor cameo), but patched up briefly. By April 2017, it was over for good. Kylie opened up later, saying she ended it because she was too young for the intensity. In my experience following these stories, this era was peak tabloid fodder, blending love with controversy. It taught her about boundaries, especially with the Kardashian-Jenner family weighing in.
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Fast forward to 2017, and enter Travis Scott. Sparks flew at Coachella, leading to matching tattoos and whirlwind dates. By September, Kylie was pregnant, but she kept it under wraps until after their daughter Stormi arrived on February 1, 2018. They announced it with a heartfelt video, melting hearts everywhere.
The couple posed for Playboy in 2019, chatting openly about post-baby intimacy, which was refreshingly real. But cracks showed: they split in October 2019, citing busy schedules. Rumors of infidelity swirled, but they reconciled by 2021, welcoming son Aire (originally Wolf) on February 2, 2022. Alas, another breakup in early 2023, blamed on differing lifestyles, Travis’s partying versus Kylie’s focus on kids and Kylie Cosmetics.
Today, they’re co-parenting pros. Kylie Jenner and Travis Scott relationship history is a rollercoaster, but sources say they prioritize Stormi and Aire. It’s a prime example of celebrity co-parenting done right, with joint holidays and no public shade. If you’re asking who is Kylie Jenner dating now, well, this chapter closed the door on rappers for her.
Post-Travis, there were whispers. In late 2019, during a break, Kylie hung with Drake at his parties. Flirty? Sure, but insiders swore it was platonic, him being a family friend. Then 2020 brought Fai Khadra, a model pal, but that fizzled as just friendly outings.
These bits fill the gaps in Kylie Jenner dating history list, showing her taking breaths between big loves. Some experts disagree on how much was real versus PR, but here’s my take: it was her testing waters, figuring out what she wanted away from the spotlight.
Now, the juicy part: Kylie Jenner and Timothée Chalamet relationship timeline. Rumors kicked off in April 2023, after Paris Fashion Week hangs. It started casual, Kylie wanting no pressure post-Travis. By May, they were seeing each other weekly, but low-key.
Things went public in September 2023 at a Beyoncé concert, with that viral kiss. Fast forward to January 2024 Golden Globes: more PDA, Timothée calling her his “beautiful girlfriend.” They’ve blended worlds, him joining Kardashian Christmas traditions, her supporting his films like Wonka and Dune.
As of January 2026, are Kylie Jenner and Timothée Chalamet still together? Absolutely, going strong. They hit the 2026 Golden Globes (third time!), Critics Choice, and Palm Springs Film Festival. Timothée shouted her out as his “partner” after a win for Marty Supreme. Speculation’s rife they’re married: a diamond ring on her pinky, name card as “Kylie Jenner-Chalamet,” and that family integration. No confirmation, but fans are buzzing. It’s a shift to Hollywood power couples, less flashy, more supportive.
Let’s break that down with an analogy: if Tyga was the wild party, Travis the family BBQ, Timothée’s the intimate dinner date. Some say it’s her happiest yet, with mutual respect.
To make sense of Kylie Jenner’s most famous ex-boyfriends, here’s a quick table comparing her major ones:
| Relationship | Timeline | Key Events | Outcome | Impact on Kylie |
| Tyga | 2014-2017 | Ferrari gift, music video appearance, on-off splits | Permanent breakup | Learned about young love and media pressure; boosted her public image |
| Travis Scott | 2017-2023 (on-off) | Two kids (Stormi, Aire), Playboy feature, Coachella start | Split, but co-parenting | Motherhood focus, business growth; emotional highs and lows |
| Timothée Chalamet | 2023-present | Beyoncé concert debut, awards PDA, family holidays | Ongoing, possible marriage rumors | Maturity in romance, blending industries; privacy emphasis |
This table shows her evolution clearly. Notice how durations lengthened, and focus shifted from drama to stability?
Who is Kylie Jenner dating now?
As of early 2026, she’s with actor Timothée Chalamet. They’ve been together since 2023, keeping things fun and supportive amid busy careers.
What is Kylie Jenner and Travis Scott relationship history?
They started in 2017, had two kids, split twice (2019 and 2023), but now co-parent amicably. It was passionate but challenged by lifestyles.
Are Kylie Jenner and Timothée Chalamet still together?
Yes, very much so. Recent awards show appearances and shout-outs confirm they’re solid, with rumors of a secret marriage floating around.
What is Kylie Jenner dating history list?
It includes Cody Simpson (2011), Jaden Smith (2013), Tyga (2014-2017), Travis Scott (2017-2023), and now Timothée Chalamet (2023-on). Rumors like Drake and Fai Khadra pop up too.
Kylie Jenner’s most famous ex-boyfriends?
Tyga for the drama, Travis Scott for the family ties. Both rappers shaped her public persona big time.
How did Timothée Chalamet and Kylie Jenner meet?
Likely through mutual friends or events like Paris Fashion Week in 2023. It started casual before going public.
Any signs of Kylie Jenner and Timothée Chalamet breakup?
None lately. Their 2026 PDA suggests the opposite, though privacy means we might not know everything.
Kylie Jenner’s relationships paint a picture of someone who’s grown immensely, from those rapper-filled early days to her current A-list vibe with Timothée. It’s been a wild ride: heartbreaks, babies, and now what feels like real stability. Some might argue she’s finally found her match, blending glamour with grounded love. What’s next? Maybe wedding bells, or just more low-key bliss. Either way, it’s pop culture news we can’t ignore.
What do you think, is this her happily ever after? Drop your thoughts in the comments, or check out more on celebrity romance timelines.
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