I just wanna take ya to a barber
Bondin’ on charters, all the shit that I never did

from Kanye West (Ft. Jay-Z) – New Day Lyrics on Rap Genius

Meaning

Unlike his own father, who left his family when Jay-Z was young, Jay wants to be in his child’s life and spend time with him doing normal things…as well as some more luxurious activities (like father/son bonding on chartered private jets) that Jay-Z never had the opportunity to experience in his own childhood. Hov worries that his son won’t be able to, with the paparazzi always following him around

Like Kanye, Jay is speaking to an imagined son. This is likely because both are reflecting on their own lives through envisioning their unborn children’s, thus a male child makes for a more obvious parallel.

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