54. "Who Do You Love?" (YG feat. Drake) (No. 54, 4/5/14)
Good rule of thumb with Drake: When he starts rapping about seafood, that's when you know he means business. He busts into the Nobu crab and subsequently throws his weight around to get his people out of prison during his five-star guest verse on "Who Do You Love?," over a peak production from DJ Mustard, who conjures a horror movie of bellowing synth-bass and hair-raising piano plinks. "I would pinky swear, but my pinky ring too big" he boasts in closing, as he's interrupted by YG's shout-along hook, perhaps sensing the song's ownership slipping away from him. -- A.U.
53. "Controlla" (No. 16, 7/30/16)
Drake is a lovesick mess in “Controlla,” an ode to a woman he would cry, lie, and die for in which “Jodeci ‘Cry For You,’” a reference to the classic R&B tearjerker, serves as a lyric all on its own. But the breezy, dancehall-infused beat is as carefree as Drizzy is conflicted, giving the whole thing the feel of a rum-fueled fever dream. The song found a fan in SZA, who interpolated the “you like it, when I get / aggressive” verse on CTRL's “Normal Girl.” -- T.C.
52. "Shot For Me" (No. 100, 12/3/11)
If Drake begins name-dropping on a record, chances are he's ready to spill the tea. The second track to his 2011 opus Take Care, "Shot For Me" is a celebratory ode to his exes. Toasting to his past lovers, most notably Alisha and Catya, Drake takes pride in his newfound status as rap's biggest star. But rather than be nostalgic in his remembrances, here Drake callously flips the script and takes ownership in building his women up: "The way you walk, that's me/ The way you talk, that's me." Call him a sore loser when it comes to love, but on "Shot For Me," it's Drake who gets the last laugh. -- C.L.
51. "Fancy" (feat. T.I. & Swizz Beatz) (No. 25, 10/2/10)
Tapping late-'00s rap superstar T.I. and producer powerhouse Swizz Beatz, Drake’s “Fancy” serves as his first hit women empowerment anthem, albeit from a less-than-subtly flirtatious perspective. The looping “Oh, you fancy, huh?” hook essentially dares the song’s intended subjects to flaunt their economic and physical prowess, with the rapping trio bouncing compliments and lyrics alike in their direction -- though some of the more borderline condescending lines might not land as gracefully a decade later. -- J.G.