Skip to content
Search

Watch Drake Perform ''I Want It That Way'' With the Backstreet Boys at 40th Birthday Party

The rapper hosted a week of celebrations in Toronto and New York, featuring a star-studded guest list and a game show.

Watch Drake Perform ''I Want It That Way'' With the Backstreet Boys at 40th Birthday Party
WIREIMAGE

Drake rang in his 40th birthday with a week of celebrations, closing it off with a party that brought together hundreds of guests for surprise performances, luxury gifts and a cash-prize game show.

The festivities began earlier in the week in Toronto. On October 21, he gathered with friends and family at the CN Tower, where he received a collage of personal photographs and memories, Billboard Canada reported. He subsequently travelled to New York with his mother and members of his entourage aboard his private plane.


The rapper celebrated at Manhattan’s Casa Cipriani on October 23, the eve of his birthday, with approximately 400 guests in attendance, according to People. The evening featured a performance by the Backstreet Boys, whom Drake joined onstage for their 1999 hit “I Want It That Way.”

He had previously joined the group at a 2022 concert in Toronto, when Drake performed the song with the band during their DNA World Tour. Drake told guests at his birthday party the song was ''one of the best songs of all time''.

The evening also included extravagant giveaways. Guests received designer handbags from Chanel and Hermès, while a game show offered cash prizes ranging from $10,000 to a reported grand prize of $1 million.

Drake addressed the crowd during the celebration, emphasizing that the night was not intended to promote a new album, tour or commercial venture. “Tonight is just about being alive, staying alive,” he said.

The celebrations continued on October 24, Drake’s actual birthday, with a second party featuring appearances by longtime collaborator Popcaan and rapper Bow Wow. During the event, Drake publicly credited Bow Wow with influencing his development as a performer, telling the crowd, “It wouldn’t be no Drake without Bow Wow''.

The birthday festivities were surely made even better by the fact that, late last week, the Recording Industry Association of America awarded Drake 30 new certifications, making him the first ever artist to surpass 350 million RIAA-certified units.

More Stories

Kacey Musgraves, Doechii, Lisa, and All the Songs You Need to Know This Week
Arturo Holmes/Getty Images for Coachella

Kacey Musgraves, Doechii, Lisa, and All the Songs You Need to Know This Week

Welcome to our weekly rundown of the best new music — featuring big singles, key tracks from our favorite albums, and more. This week, Kacey Musgraves takes a weekend off out in Texas, Lisa pays tribute to film auteur Quentin Tarantino, and Doechii returns with a Swamp Sessions freestyle. Plus, new tunes from John Mayer, Dominic Fike, Michael Kiwanuka, and Haute and Freddy.

Kacey Musgraves, “Weekend In Texas” (YouTube)

Keep ReadingShow less
Chappell Roan Concludes Benefit Shows With Surprise Duets Featuring PinkPantheress, Lola Young

Chappell Roan's Super Graphic Spectacular benefit concert concluded with appearances from PinkPantheress and Lola Young

Jeff Kravitz/FilmMagic; Mike Coppola/Getty Images for YouTube; Gary Miller/Getty Images

Chappell Roan Concludes Benefit Shows With Surprise Duets Featuring PinkPantheress, Lola Young

Chappell Roan‘s Super Graphic Spectacular, a benefit concert raising money for LGBTQ+ youth, concluded its two-night run on Thursday, Oct. 22, with special guest appearances from PinkPantheress and Lola Young.

During her headlining set, Roan welcomed PinkPantheress to perform “Tonight” from the British artist’s latest project Fancy That (and its remix component, Fancy Some More?). She also opened the stage to Lola Young, who helped flip “Picture You” from The Rise and Fall of a Midwest Princess into a duet.

Keep ReadingShow less
Charli XCX to Cameo in Martin Scorsese’s New Horror Film With Leonardo DiCaprio, Jennifer Lawrence

Charli XCX will feature in Martin Scorsese's new film, 'What Happens at Night.'

Jamie McCarthy/Getty Images

Charli XCX to Cameo in Martin Scorsese’s New Horror Film With Leonardo DiCaprio, Jennifer Lawrence

Charli XCX and Martin Scorsese‘s worlds are once again colliding, this time for a horror film helmed by the illustrious director.

Based on the gothic novel by Peter Cameron, What Happens at Night will drop a married American couple in a remote European town. The couple, who are hoping to adopt a baby, are confronted by a cast of peculiar hotel guests as they struggle with the adoption and, naturally, their own unease.

Keep ReadingShow less
Ryan Gosling’s Band Dead Man’s Bones Returning With New Music After 17 Years

Ryan Gosling performing in Dead Man’s Bones in 2010

Getty Images

Ryan Gosling’s Band Dead Man’s Bones Returning With New Music After 17 Years

Dead Man’s Bones, the indie duo featuring Ryan Gosling that put out an excellent debut album 17 years ago and then disappeared, have revealed they’re reuniting for new music.

Gosling’s partner Eva Mendes had been teasing new music from the actor and his bandmate Zach Shields, writing on social media that she was “Trying to summon new music from Dead Man’s Bones,” and then, “He came through on his promise to me”:

Keep ReadingShow less
John Mayer Recruits Dream Team of Musicians for New Song ‘Tom and Jerry’

John Mayer performs live for SiriusXM at The Stephen Talkhouse on August 26, 2026 in Amagansett, New York.

Kevin Mazur/Getty Images for SiriusXM

John Mayer Recruits Dream Team of Musicians for New Song ‘Tom and Jerry’

John Mayer‘s new single “Tom and Jerry” began with a voice note and an urge to follow a new idea to the end of the road. Along the way, the singer-songwriter recruited a dream team of musicians to help hone in on the heart of the song, the lyric, “And if you ever come through, which I doubt you’ll do, I’ll run away with you.”

“From that moment on, the adventure began in bringing that feeling to life,” Mayer shared on Instagram about the origin of the record, which marks his first single as a lead artist in five years. “I’ve said it before, but it bears repeating every time – I get to work with a group of incredibly talented and deeply dedicated artists who will stop at nothing until the sound comes into focus and becomes a picture.”

Keep ReadingShow less