jackbootlicker Share definition Flag 1) a lickspittle, a toady 2) one who cooperates with tyrrany. Y'all think y'all're tough like your cowboy prez, but y'all just a buncha jackbootlickers. jackbootlicker by Frank Booth January 3, 2005 0 0 Get merch Get the jackbootlicker mug. Buy Now — $32.95 See more merch