Double Tap to Zoom

Drake surprised fans on Saturday night by dropping a pair of tracks titled “When to Say When” and “Chicago Freestyle.”

For “When to Say When” Drake samples a classic, “Song Cry” by JAY-Z. The beat switches up for “Chicago Freestyle,” which sees the 6 God interpolate Eminem’s “Superman” when he raps: Women they come they go / Saturday through Sunday Monday / Monday through Sunday, yo.”

The songs arrive alongside a Theo Skudra-directed visual. In the video, Drake hits up several spots in New York, including the Brooklyn Bridge and JAY-Z’s old stomping grounds of Marcy Projects, he also pops by his jeweler and previews some icy pieces and hits up the studio with 40.

In the second cut of the video, a brooding Drake heads home to Toronto where he gives a tour of his massive mansion dubbed “The Embassy” and cruises through the city in his custom OVO Rolls-Royce. Watch the video below.

Your Highsnobiety privacy settings have blocked this YouTube video.

It's unclear whether these tracks are cuts from Drake's upcoming album or whether they're loosies. Indeed, both songs were uploaded to SoundCloud rather than streaming services.

We Recommend
  • Iconic Album Covers That Should Belong in an Art Gallery
  • Ungatekeeping The Best Hip-Hop Producers You Should Know About In 2024
  • 17 Women Who Are Killing the Hip-Hop Game Right Now
  • Drake Resurrects Tupac Using AI On His New Kendrick Lamar Diss
What To Read Next
  • Your North Face Jacket Can Now Match Your North Face Coffee Set
  • The World’s Most Comfortable Sandal Is Now a Winter Boot
  • Skaters Doodled All Over This Classic Leather Shoe
  • The Chic Converse Chuck Taylor Wearing a Snazzy Tweed Sweater
  • Nike’s Oldest Sneaker Looks Good as New in Its Quilted Leather Coat
  • A Beautiful Burgundy Leather Nike Air Max Sneaker Made With Love