Uptowns, we call em uppies, when they're on divas

from Kanye West (Ft. KRS-ONE, Nas & Rakim) – Classic (Nike Air Force Remix) Lyrics on Rap Genius

Meaning

Rakim is talking about Air-Force One’s in all these lines

The hi-top Air-Forces are called ‘Uppies’ when worn by a fly female.

“Uptowns” were one of the original nicknames for AF1’s because people in the NY area would go uptown to Harlem (the center of basketball at the time) to hoop and usually cop a fresh pair of “Uptowns” or “Harlems”.

DJ Clark Kent and others address this at 3:51 of this video for further explanation:
http://www.youtube.com/watch?v=1UnKQ4IpJsQ&feature=relmfu

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