Drake Sings I Want It That Way with Backstreet Boys


The world of music often celebrates milestones, but for Toronto superstar Drake, the 40th birthday arrived as a truly monumental event, blending personal reflection with career triumph. Adding another historic record to his already legendary résumé, the celebration was anything but ordinary.

The festivities kicked off in New York City, where Drake welcomed over 400 guests to a lavish gathering at Casa Cipriani. The celebration was packed with extravagance, featuring luxury giveaways of Chanel and Hermès handbags, and a game show offering cash prizes up to $1 million.

The highlight of the evening, however, wasn’t just the luxury; it was the musical surprise. The party reached a fever pitch when the Backstreet Boys took the stage, culminating in an unforgettable performance where Drake joined them to sing their timeless hit, I Want It That Way.

Amid the glittering spectacle, Drake paused to reflect on the significance of the moment. He shared a sentiment that resonated deeply with those present: “Tonight isn’t about a tour, an album release, or a bunch of videos we shot,” he told the room. “It’s about being alive, staying alive.”

This monumental New York celebration followed a series of festivities that began back home in Toronto, marked by heartwarming surprises, including a collage of memories gathered at the CN Tower with friends and Popcaan.

Drake’s journey to this milestone is layered with history. The appearance of the Backstreet Boys wasn’t a one-time occurrence; in July 2022, the group had previously brought Drake onstage during their DNA World Tour stop in Toronto, introducing him as their “sixth member” before performing the iconic track.

The connection between the song and a personal memory adds another layer to the story. Drake recalled that the performance of I Want It That Way soundtracked a formative moment at his bar mitzvah, when he was first acknowledged and felt a shot at being cool. He still regards the song as one of the greatest songs of all time.

The birthday arrived alongside an incredible stream of professional accolades. On the same day, Drake received 30 new certifications from the Recording Industry Association of America, making him the first artist to surpass 350 million RIAA-certified units. His discography continues to shine, with tracks like Iceman reaching platinum status just months after release.

His celebrated work has earned him numerous prestigious awards, including Diamond status for tracks such as “Views,” “In My Feelings,” and “Marvin’s Room,” and 2x Diamond status for “God’s Plan.” Drake now holds 18 Diamond plaques, setting an unprecedented record for any artist.

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