Kylie Jenner & Drake’s Rumored Relationship Is ‘Complicated,’ According To Sources

Kylie Jenner attends the premiere of "Travis Scott: Look Mom I Can Fly"; Drake attends the premiere of "Euphoria."
Rich Fury / Kevin Winter / Getty Images

Kylie Jenner and Drake are reportedly keeping things casual, despite their mutual attraction to one another.

According to Us Weekly, insiders emphasized that while the two share a romantic spark — and had a very flirty outing at the rapper’s Halloween party — they’re downplaying their rumored relationship for now. Supposedly, the casual nature of their relationship is due to Kylie’s family life and the ongoing situation with Travis Scott — Kylie’s ex and the father of their daughter, Stormi.

The source went on to explain that the pair have been longtime friends, but things are “complicated” between the two celebrities right now.

“They have known each other and been friends for a very long time and there has always been a spark there, but their situation is complicated and so is Kylie’s with Travis,” the insider noted, explaining that they “don’t want to jeopardize their friendship by crossing any major boundaries.”

“Drake doesn’t have any intention of taking on a fatherly role with Stormi and he wants to have fun with Kylie with no strings attached,” the source continued.

However, another unnamed source confirmed that Kylie and Drake’s feelings for one another are “mutual.” The second source mentioned Drake’s infamous Halloween party — during which “they were affectionate” and “clearly there together,” cementing the idea that there is a romantic spark between the two.

The two were first rumored to be into each other back in October, when it was reported that they spent a flirty evening together at Drake’s birthday party. According to eyewitnesses, Jenner and the rapper spent the night joking around and laughing. Subsequently, at Drake’s Halloween party just a few days later, they appeared even more together, due to their flirtatious behavior — and in part because this was their second outing in just a week apart.

As The Inquisitr recently reported, there is a possibility that Kylie is only involved with Drake to make Scott jealous. The “Sicko Mode” rapper is reportedly unhappy about Drake and Kylie’s rumored relationship.

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Kylie and Scott see each other often due to their mutual agreement to put Stormi, 21 months, first in their lives. Although there was some speculation that the ex-couple were hanging out romantically, that does not seem to be the case.

Kylie attended Scott’s “Astroworld” festival. The two also recently shared some happy moments with their daughter, Stormi — taking her to the pumpkin patch together and attending Kylie’s blowout, kid-friendly Halloween bash.

Scott and Kylie first got together in April 2017, where they were spotted multiple times together — first at Coachella, then cuddled up together at a basketball game. They welcomed their baby girl Stormi on February 1, 2018, sharing many private and public displays of affection for one another. During that time, Kylie shared insight into their family life, posting frequently on social media.

In March 2019, rumors emerged that Scott cheated on Kylie, which the rapper vehemently denied. Outwardly, the couple’s relationship seemed to be going smoothly until October 2019, when they officially ended things. At the time, Kylie publicly stated that their focus was on Stormi.