Kylie Jenner may be known as the youngest of the Kardashian-Jenner family, but she’s also a famous reality TV star, with her current net worth reaching $750 million, thanks to her successful company, Kylie Cosmetics.
Over the years, she also had an impressive dating history, with on-and-off relationships with the likes of rappers Tyga and Tavis Scott. She is even spotted dating the Dune’s star Timothee Chalamet most recently.
So, if you’re curious about Kylie Jenner’s dating history, here’s a detailed overview of her relationships over the years.
Cody Simpson and Kylie Jenner: 2011
Kylie Jenner’s first relationship dates back to 2011 when she was just fourteen years old, and back then, she was rumored to be dating the Australian singer Cody Simpson. Although neither acknowledged at the time, years later, Simpson spoke about how things didn’t work out between them and why they had to break up.
Jaden Smith and Kylie Jenner: 2013
In 2013, Kylie Jenner and Jaden Smith were seen hanging out, and although both denied that they were dating and their relationship was something like ‘best friends,’ they were spotted kissing each other once.
While their relationship didn’t last long, they returned to being good companions and were seen being friendly at Justin Bieber and Hailey’s wedding in 2018.
Lil’ Twist and Kylie Jenner: 2014
Lil’Twist and Kylie Jenner were rumored to be dating in 2014, and as usual, they didn’t disclose it to the public. However, when Lil’ Twist tweeted, “Acting hard to get..Gets you nowhere, she replied with a kiss.”
Unfortunately, things didn’t work well between the couple, and they shortly separated, and the reason is unknown.
Tyga and Kylie Jenner: 2015-2017
Tyga is Kylie’s first long-term dating partner, whom she started seeing in August 2015. Initially, they met on November 11, 2011, at Kendall Jenner’s 16th birthday party, and they crossed paths again in August 2014 when Tyga called off his engagement with Chyna.
Although many questioned if he actually left Chyna for the sake of dating Kylie, he declined the rumors. However, a few months later, he gifted a $320,000 Ferrari for her 18th birthday and also got a tattoo dedicated to her.
Nonetheless, their ship didn’t sail smoothly, as they split up once in May 2016 before getting back together a few months later. By April 2017, their long-term relationship had come to an end.
Travis Scott and Kylie Jenner: 2017-2022
After her long-term breakup with Tyga, she embarked on a new journey with the famous rapper Travis Scott, with whom she was seen holding hands at Coachella in 2017. However, by February 2018, the couple had their first baby, whom she named Stormi Webster.
However, it was not until September 2019 that their relationship came to light as the couple opened up to Playboy’s “Pleasure Issue” about their dating life. Unfortunately, they broke up in October 2019, and Kylie went back to taking care of her daughter.
During the summer of 2021, the parents got back together to welcome another baby to the world, whom she gave birth to in February 2022. Less than a year after their son’s birthday, they called it quits owing to their different lifestyles.
Drake and Kylie Jenner: 2019
During her short breakup with Travis Scott, there were rumors that Kylie Jenner was seen close to Drake, although no solid source has confirmed it. While many insisted they were just friends and Drake is also very close to their family, they were seen together at the rapper’s 33rd birthday.
Timothee Chalamet and Kylie Jenner: 2023
After years of a back-and-forth relationship with Travis Scott, Kylie wanted a relationship where things were not serious, and that’s precisely how it went with Dune’s star, Timothee Chalamet.
They were both seen hanging out in April 2023 and are reportedly getting to know each other. Travis Scott dissed his ex-girlfriend a few months later in his track “Meltdown,” which confirmed her relationship with Timothee Chalamet.
However, in September 2023, both Timothee and Kylie were seen at the US Open Tournament and were even kissing after the game’s finished.
So, what do you make of her dating history? Let us know your thoughts in the comment section below.
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