Drake Drops Video for New Songs "When to Say When" and "Chicago Freestyle"

Drake Drops Video for New Songs 'When to Say When' and 'Chicago Freestyle'
Toronto rap titan Drake has been working on a new album, and now he's given fans a taste of what he's been up to: he just dropped a double video for the new songs "When to Say When" and "Chicago Freestyle."

The opulent four-and-a-half-minute video is filled with moody cityscapes. The upbeat, anthemic "When to Say When" is set in New York, where Drizzy hangs out in front of the Brooklyn Bridge and loiters around in front of some housing projects. The lyrics hit closer to home, with shoutouts to the 6ix and the rapper's mom. "Chicago Freestyle" is a darker song, while the accompanying visuals take viewers on a nocturnal tour of Toronto. We also get to see Drake's massive Bridal Path mansion.

The video was directed by Theo Skudra. Check it out below, and stay tuned for updates about Drake's new album, which will apparently be "more concise" than Scorpion.