The Best I Ever Had Drake ★ Pro

: The music video, which features Drake coaching a female basketball team, was directed by none other than Ye (Kanye West).

Relive the breakout moment with the official music video directed by Kanye West: Drake's Best I Ever Had: Lyrics and Meaning the best i ever had drake

Drake later revealed that the song was inspired by a woman from Toronto named , whom he called "the best woman I’d ever had". : The music video, which features Drake coaching

: During a 2009 performance of this song in New Jersey, Drake famously fell on stage and tore his ACL , requiring him to undergo surgery. The lyrics resonated deeply because they celebrated natural

The lyrics resonated deeply because they celebrated natural beauty and loyalty. Perhaps the most iconic line— "Sweatpants, hair tied, chillin' with no makeup on / That's when you're the prettiest" —became a permanent fixture in social media captions and solidified Drake’s reputation as a "relatable" artist.

: Its massive success sparked one of the biggest bidding wars in music history, ultimately leading Drake to sign with Lil Wayne’s Young Money Entertainment .