is Instagram in November 2014, captioning it, “@kyliejenner in the cut.” In February 2015, he released a surprised album with a track titled “6 PM in New York” that directly called out Tyga and his rumored relationship with Kylie.

The lyrics go: “I heard a little little homie talking reckless in VIBE/That’s quite a platform you chose, you should’ve kept it inside/Oh, you tried/It’s so childish calling my name on the world stage/You need to act your age and not your girl’s age.”

Following the song’s release, Tyga came forward to deny that he was in a relationship with Jenner, who was still 17 at the time, while appearing on The Breakfast Club, according to Vibe. The couple made their relationship official in August 2015, after she had turned 18, before calling it quits in 2017.

Jenner went on to date Scott, 28, in April 2017. They welcomed 1-year-old daughter Stormi Webster in 2018, but PEOPLE confirmed that the pair called it quits last month.

Travis Scott, Stormi Webster, Kylie Jenner. TOMMASO BODDI/GETTY IMAGES

On Wednesday, multiple sources revealed to PEOPLE that Drake and Jenner were hanging out amid her breakup.

“He and Kylie have been spending time together recently,” a source told PEOPLE exclusively. “They’ve been friends for a long time and Drake is very close to the family.”

Another friend added that Kylie and the rapper have been hanging out “romantically” since she and Scott called it quits in October.

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ETHAN MILLER/GETTY IMAGES, BRYAN STEFFY/WIREIMAGE

However, while some close to the reality star and the “In My Feelings” rapper see a potential romance blossoming, another insider insisted the duo are “just friends.” A source close to the makeup mogul also denied the pair is dating.

News of their recent hangouts comes after Jenner attended Drake’s 33rd birthday bash last week at Goya Studios in Los Angeles. She was also spotted at Drake’s Halloween party in West Hollywood on Thursday, a source tells PEOPLE, adding that she stayed “super late.”

The Kylie Cosmetics founder and her big sister Kendall Jenner also attended Drake’s New Year’s Eve party at L.A. hotspot Delilah in January.

Drake has been single in recent months, and like Jenner, is also a parent. He shares 2-year-old son Adonis with artist and former adult film star Sophie Brussaux.