Drake drops video for surprise new songs 'When to Say When' and 'Chicago Freestyle'
dropped his first two solo songs of 2020 with the late-night arrival of “When to Say When” and “Chicago Freestyle,” with the rapper unveiling both tracks in one music video.
The “When to Say When” half of the video, directed by Theo Skudra, shows Drake providing a visual tour of Brooklyn, while “Chicago Freestyle” takes fans into the rapper’s Toronto mansionBoth tracks pay tribute to fellow rappers: The Brooklyn-set “When to Say When” features a sample of “Song Cry” by the borough’s Jay-Z — Drake even visits that rapper’s stomping ground Marcy Projects in the video — and “Chicago Freestyle” finds Drake lifting an entire verse from Eminem’sThe four-minute music...
The two songs mark Drake’s first solo songs of 2020: The rapper previously partnered with Future for a pair of tracks, “
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