Uncover Our Complete Guide To Kylie Jenner’s Love Life

Happy birthday, Kylie Jenner! The model is turning 24 years old on August 10, 2021, and in honor of her

Kylie Jenner Doja Cat Schiaparelli

Happy birthday, Kylie Jenner! The model is turning 24 years old on August 10, 2021, and in honor of her birthday, we decided to break down her dating history once and for all.

Over the years, Jenner has actually been linked to some pretty famous faces, including Cody Simpson, Jaden Smith, Tyga, Travis Scott and more. But is she dating anyone now, you ask? And what happened between her and her ex-boyfriends? Not to worry, you guys, because from her current boyfriend to her past relationships and everything in between, we made you a complete guide to Jenner’s love life. Here’s everyone she has ever dated and what went down between them…

Ramsey IV

According to MTV, Jenner’s first boyfriend was a normal guy named Ramsey IV. They reportedly got together in 2008 and dated for almost three years. Since the relationship went down before she was in the spotlight, it’s unfortunately still unclear what went wrong in the end.

Cody Simpson

Cody Simpson Singer

Rumors started to swirl that Simpson and Jenner were dating after they were photographed on a bunch of dates back in 2011. At the time, they stayed tight lipped about their romance, but a source told Us Weekly that they were definitely “a couple” and that they were “so cute together.”

Years later, the Australian singer finally confirmed that they did indeed date. He joked to E! News in 2014, “The whole K-O-D-Y thing didn’t really work out for me.”

Jaden Smith

Jaden Smith

In 2013, Jenner and Smith were the talk of the town! They were caught hanging out all the time and spending a lot of time together, and many people started to assume that they were more than friends. But despite their close relationship, Jenner insisted at the time that nothing romantic was going on between them.

“I don’t have a boyfriend, but I do really want that boyfriend prom experience,” she told Seventeen Magazine. And when they asked who she wanted to go to prom with, she added,  “I would want to go with one of my best guy friends, like [Smith]. I know I’d have fun with him – he makes me laugh and he is a great dancer.”

Well, despite her comments, fans are still pretty convinced that they did date back then. As for where they stand now, they seem to still be close! They’ve been spotted together a few times over the years, so there’s definitely no bad blood between them.

Miles Richie

Miles Richie

The internet went into a frenzy in 2014 when the reality star was caught cozying up to Lionel Richie‘s son, Miles Richie. At the time, photographers snapped some pics of them packing on the PDA in a car. Get this — Richie even got Jenner’s initials tattooed onto his hand! Eventually, things must have fizzled out between them because that was the last we heard of the rumored pairing.



Jenner and Tyga first met in 2011 at her sister Kendall Jenner‘s birthday party, but they weren’t romantically linked until 2014. They went Instagram official in October 2014, and after that, they quickly became goals — attending events side by side, posting cute pics together, gushing over each other in interviews, flaunting their love online and more. In 2016, the brunette beauty even revealed that Tyga had gotten her a promise ring and that they were going to get married one day! They were together for almost three years before they called it quits in 2017.

Travis Scott

Kylie Jenner Travis Scott

Fans started to speculate that Jenner had moved on with Scott in April 2017, after they were spotted getting cozy at a Coachella party.

“Kylie and Travis made their way to a private table, where they were joined by friends and enjoyed the deejay,” an onlooker told People Magazine. “After five minutes of being in a very crowded space, Travis got up and left the table, and Kylie followed him out with her friends following close behind her.”

A few days later, they were caught hanging out again at an NBA playoff game in Houston.

“They definitely looked like a couple, cuddled up next to each other among her friends,” an eyewitness told People Magazine. “They were super hand-holdy and it seemed like she wanted people to see them together. They haven’t let go of each other since he got off the court.”

The 24-year-old later explained to GQ that after they hit it off at Coachella, he invited her to come on tour with him. She said, “Coachella was one of the stops on his tour. So he said, ‘I’m going back on tour — what do we want to do about this?’ Because we obviously liked each other … And I was like, ‘I guess I’m going with you.’”

After one month of spending time together, TMZ reported in May 2017 that the pair had made their relationship exclusive.

“They’ve been inseparable since Coachella and have decided to do the committed relationship thing,” a source told them.

For a few months, Jenner and Scott couldn’t stop showing off their love, and boy, did they look happy together. But then, Jenner suddenly disappeared off the face of the Earth, and everyone started to worry about the couple. But it turns out, she was actually pregnant, and wanted to keep the news a secret! They welcomed a daughter together, named Stormi Webster, in February 2018.

Things seemed to be picture perfect between them — that is, until October 2019 when news hit the web that they were officially taking a break.

“As far as I know, they’re just taking a break, it’s not a full on split,” an insider told In Touch. “It wasn’t that long ago that Kylie was talking about having another baby with Travis, so this comes as a shock.”

But when pictures came out of Jenner hanging out with her ex Tyga and rumors started to emerge that she dumped Scott for him, she decided to speak out about it.

“The internet makes everything 100 times more dramatic than what it really is. There was no ‘2 A.M. date with Tyga.’ You see me drop two of my friends off at a studio that he happened to be at,” she wrote on Twitter. “Travis and I are on great terms and our main focus right now is Stormi. Our friendship and our daughter is priority.”

In May 2021, Jenner jetted off to Miami to support Scott at his birthday bash, and many fans started to wonder if they were back on. It’s unclear whether or not they’re dating again or if they’re just friends, but no matter what we know that they will forever have a bond.

Tim Chung

After Jenner announced that she had become a mom in 2018, a rumor started to circulate that her bodyguard Tim Chung was actually the father. This was complete false, and Chung quickly shut these claims down.

“I am a very private person and would normally never answer to gossip and stories that are so ridiculous that they are laughable. Out of deep respect for Kylie, Travis, their daughter together and their families, I would like to set the record straight and say that my interactions with Kylie and her family have been limited in strictly a professional capacity only,” he wrote. “There is no story here and I ask that the media no longer include me in any narrative that is incredibly disrespectful to their family.”