Cadillacing is just when someone drinks any kind of booze and at the same time or right after smokes some weed. It's getting high and drunk at the same time - CADILLACING
I had a shitty day but i didnt care cuz i knew that later that night i would be cadillacing with my jim beam and chronic.
by Wiski October 30, 2006

A state of being unconcerned or nonchalant.
by Geneology_man_poet_artist May 13, 2008

In prison it is a package on a long string that is flung under the door to tranport something. Numerous cadillacs might be used to complete the delivery.
by AaayCO January 22, 2011

by rachel June 17, 2005

Adjective; to whip out and slap ones penis into a participants face. (Permission from the participant is strongly not advised)
by Cadillacing! September 15, 2018

An aaaaawesome car...
by XxBillymanxX July 15, 2005

by PianoMan69 July 19, 2005
