When we were together it seeming like way back when
Ball players hop on the plane and make it way back in
See she used to play piana, and now she never wait for santa

from Drake – Come Winter Lyrics on Rap Genius


Hes saying here that in the past, during the off season ball players would go home to visit family, and he uses this to emphasize that its been a while since hes been home. She used to find joy in the small things, now she upgraded to bigger things. It seems like Drizzy misses the times when things were simple

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