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Drake Drops Two New Songs, ‘When to Say When’ and ‘Chicago Freestyle’ (Watch Video)
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variety.comNow we know what Drake was filming in Brooklyn’s Marcy Projects last month: The rapper dropped two new songs late Saturday night, “When to Say When” and “Chicago Freestyle,” which are merged into a single video.
The footage, directed by Theo Skudra, was also shot in Manhattan’s Diamond district and Drake’s hometown of Toronto. In the former, Drake references the mother of his son, Adonis (whose existence was publicly revealed by Pusha-T in 2018), by saying “Baby mama fluke, but I love her for who she is,” along with the usual bragging about his success and suffering (“Five hundred weeks, I fill the charts with my pain”).
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