I'm just ridin' round with that Thomas

from Kembe X – Off The Rip Snippet (DJ HUSTLENOMICS EXCLUSIVE) Lyrics on Rap Genius

Meaning

Kembe might be talking about the Thompson submachine gun, a favorite of mobsters in the 20s & 30s, and we all know Chicago has a rich gang history, being the place where the legendary Al Capone ran the Chicago Outfit in the 20s and 30s.

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