jackaninny Share definition Flag Massachusetts drivers who have no right to have a drivers' license, usually preceded by various 4 letter words look at that bleepin' jackaninny who just blew by doing 90 in a 55 jackaninny by wordlover81 February 7, 2010 0 0 Get merch Get the jackaninny mug. Buy Now — $32.95 See more merch