Drake Baffled By Adult Star Lily Phillips’ Attempt To Woo Him

BY Gabriel Bras Nevares
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Drake Baffled Adult Star Lily Phillips
Nov 2, 2024; Toronto, Ontario, CAN; Canadian recording artist Drake (center, black outfit) watches the action between the Sacramento Kings and Toronto Raptors at Scotiabank Arena. Mandatory Credit: John E. Sokolowski-USA TODAY Sports via Reuters Connect
Drake courted a few women during his Kick stream last night, hosting a "20 v 1" event with Lily Phillips, Lena The Plug, Pinkchyu, and more.

Drake has been diving deeper and deeper into the content creation world, as his latest giveaway livestream with Stake and Kick indicates. As part of the event last night (Saturday, August 8), he and Nelk's Kyle Forgeard hosted a "20 v 1" event with various women competing for his heart. One of them was adult film star Lily Phillips, and their interaction quickly got fans raising their eyebrows.

In a clip caught by Kurrco on Twitter, Phillips called herself a "super sl*t" but said she wants to rebrand as Drizzy's wife. He reached out to shake her hand, saying he "loves a rebrand." The 6ix God also commented on Lily's tan, and she said she's on "peptides" trying to "get to [his] color." He couldn't help but laugh at this in a surprised manner, adding, "I don't know if we're allowed to say that."

They also talked about her job, and Nelk Boys caught another clip of their interaction on Twitter. It led to a lot of jokes online, and fans have been going wild with reactions to this "20 v 1." After all, The Boy knows a thing or two about those...

Drake's "20 v 1"

But Lily Phillips did not make the list of Drake's "20 v 1" finalists, which came down to Lena The Plug, Jordyn Lucas, and goth Internet personality Pinkchyu. Lena had given him a "hall pass" and thrown away her wedding ring, whereas Pinkchyu made him bark for her. Needless to say, there's a lot for fans to react to.

This streamed event shows the Toronto superstar is just as sheepish as the rest of us when it comes to looking for love. Call it corny, but it seemed like a fun time overall and one he didn't take super seriously.

Elsewhere during the stream, Drake warned his rap opps about his pen still being sharp, clowning recent album releases from foes like A$AP Rocky and Rick Ross. He also had more specific shots for one person in particular, as he referenced Roc Nation subpoenas. Whether we get a response from Jay-Z or not, this development contrasting with Lily Phillips' flirting is bizarre to see.

About The Author
Gabriel Bras Nevares is a staff writer for HotNewHipHop. He joined HNHH while completing his B.A. in Journalism & Mass Communication at The George Washington University in the summer of 2022. Born and raised in San Juan, Puerto Rico, Gabriel treasures the crossover between his native reggaetón and hip-hop news coverage, such as his review for Bad Bunny’s hometown concert in 2024. But more specifically, he digs for the deeper side of hip-hop conversations, whether that’s the “death” of the genre in 2023, the lyrical and parasocial intricacies of the Kendrick Lamar and Drake battle, or the many moving parts of the Young Thug and YSL RICO case. Beyond engaging and breaking news coverage, Gabriel makes the most out of his concert obsessions, reviewing and recapping festivals like Rolling Loud Miami and Camp Flog Gnaw. He’s also developed a strong editorial voice through album reviews, think-pieces, and interviews with some of the genre’s brightest upstarts and most enduring obscured gems like Homeboy Sandman, Bktherula, Bas, and Devin Malik.