Wanna ride to the top
Then roll with me baby

from J. Cole – Drank In My Cup Freestyle Lyrics on Rap Genius

Meaning

Double entendre:
1.) If you “wanna ride to the top” or get into the rich, successful class, then “roll with me baby” or hang out with Cole.
2.) Physically “[riding] to the top” then “[rolling] with me baby”– which connects with Cole’s next line where he “drops”

Possibly a triple entendre in that: “Ride to the top” could mean “get high” and one way to get high is to “roll” which means do ecstasy.

Cole connects his lines using specific words, a lot like 2pac in “How Do U Want It”

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