A Deep Dive Into Kylie Jenner’s Relationship History
Kylie Jenner grew up with cameras following her every move. She was only nine when Keeping Up With the Kardashians premiered, and continued to showcase her life until the series concluded in 2021. The Kardashian/Jenner family later moved to Hulu with The Kardashians, which meant that people were still very interested in the young mogul’s life.
Fans of Kylie’s have wondered about her firstborn, Stormi, her plastic surgery rumors, and of course, her dating history. Like her sister, Kendall Jenner’s dating life, Kylie has also kept most of her romances low-key. Surprisingly, she has also dated a handful of famous men.
Kylie Jenner and Australian singer/actor Cody Simpson sparked romance rumors in 2011. Kylie was only 14 when she and Cody began dating, although they never confirmed or denied their status at the time. Cody had previously dated Disney star Bella Thorne, but that relationship quickly fizzled out.
Photos of Kylie and Cody surfaced in 2014, and the pair clearly appeared to be more than friends. In fact, Cody finally confirmed that they were an item. According to People, Cody spoke with E! News’ Hello Ross, and shared, “The whole K-O-D-Y thing didn’t really work out for me.”
Cody Simpson’s dating history:
Bella Thorne
Kylie Jenner
Gigi Hadid
Charlotte Lawrence
Ali Lohan
Clair Wuestenberg
Miley Cyrus
Emma McKeon
Two years later, Cody was linked to model Gigi Hadid, who starred in his music video Surfboard and was a close friend of Kylie’s. His other significant romance was with Miley Cyrus. The two were an item in 2019, but only dated for less than a year. As of this writing, Cody is in a relationship with Australian Olympic-winning swimmer Emma McKeon.
4Jaden Smith
Alleged Dating Timeline: 2013
Kylie Jenner and Jaden Smith never officially put a label on their relationship, but it was pretty obvious that they were a couple at some point, possibly around 2013. That year, a photo of what looked like Jaden having makeup all over his face after a movie date with Kylie proved that these two were more than friends.
According to People, Jaden also gave Kylie a shoutout when talking to Wonderland Magazine. “I was in L.A., we were all hanging out. Then I went to New York and she came too, and then she came here [to London] and surprised me, so that’s pretty baller.”
There’s no word on when this couple called things off. However, they remain close. They both attended Hailey and Justin Bieber’s 2019 wedding and took a mirror selfie to prove their solid friendship.
3Tyga
Alleged Dating Timeline: 2015-May 2016/2016-April 2017
Kylie Jenner and rapper Tyga have a lengthy history that goes back to 2011. People noted that they first met at sister Kendall Jenner’s 16th birthday party, which was shown in an episode of Keeping Up With the Kardashians.
Three years later, the rapper hosted Kylie’s 17th birthday bash. Interestingly, Tyga was engaged to Blac Chyna at this time, but ended their engagement shortly after. It sparked rumors that a then 25-year-old Tyga was dating 17-year-old Kylie.
In an interview with Complex in July 2015, Khloé Kardashian confirmed Kylie’s controversial relationship with Tyga, stating that she was way more mature than teens her age, so the age difference wasn’t a big deal.
“It’s a rare circumstance, so let’s treat this as a special case.”
Tyga would further fuel those relationship rumors when he bought Kylie a Ferrari for her 18th birthday, and got a tattoo dedicated to her. However, in May 2016, the couple split, but not for long. They were back together that same year, but by April 2017, it was over for good.
On her show, Life of Kylie, the reality star addressed why she and Tyga split. “Him and I will always, always have a bond. There was no crazy fight, we just decided … Well, I decided that I’m really young. I don’t want to look back in five years from now and feel like he took something from me when he’s really not that type of person.”
2Travis Scott
Alleged Dating Timeline: 2017-October 2019/Summer 2021-January 2023
Kylie Jenner and rapper Travis Scott’s romance began sometime in 2017. They were spotted together at the Coachella Music Festival in April, and they sealed their relationship with matching butterfly tattoos. That September, People reported that Kylie was pregnant with her first child. She kept the pregnancy a secret until her daughter, Stormi, was born in February 2018.
Dating Rumor: After her first split with Travis in 2019, Kylie was rumored to have had a fling with rapper Drake. The reality star was seen at Drake’s 33rd birthday party and his Halloween party.
Around October 2019, Kylie and Travis split, with People noting that trust was a big factor in their decision to go their separate ways. They rekindled their romance in 2021, and Kylie was pregnant with her second child with the rapper.
In February 2022, their son, Aire, was born. But, by the beginning of 2023, the couple had split for good.
In October 2023, Jenner opened up to WSJ Magazine about co-parenting with Travis. “It’s going … I think we’re doing the best job that we can do.”
1Timothée Chalamet
Alleged Dating Timeline: April 2023-Present
Kylie Jenner and actor Timothée Chalamet seemed like an odd pairing when they were rumored to be dating in early 2023. He wasn’t exactly Kylie’s type as she was known for dating rappers. However, they confirmed their relationship after a video showed them packing on the PDA at a Beyoncé concert that September.
According to People, in October 2023, the Dune actor supported Kylie when she was honored with the brand innovator of the year award by WSJ. In January, they were still going strong when they attended the Golden Globes together, where Timothée was nominated for an award for Wonka.
Timothée Chalamet’s Dating History:
Lourdes Leon
Lily-Rose Depp
Eiza González
Sarah Talabi
Kylie Jenner
Rumors that the couple were on a break were quickly squashed when they were spotted going on a movie date in New York City in June. A source for Life & Style claimed that the duo are still very much together with rumors that Kylie wants Timothée to be the father of her third child.
“Kylie and Timothée are very serious about each other. This isn’t some fling. They have genuine feelings for each other,”the source shared.
