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You give someone the best possible blowjob you can while fingering their butt
I was crackerjacking someone in the bathroom!!
Guy that walks around in a cammo jacket.Someone who wears a crackjacket like heavily mottled cammo but not in the military.
That guys got a crackjacket on he's a crackerjack.
The act of shoving crackerjack up your anus for sexual gratification.
Person 1: did you hear about Chris?
Person 2: no, why?
Person 1: I heard he likes a dirty crackerjack
A person of color who tries to embrace White/European culture and appearance. Guys are often referred to as Uncle Tom's and women use Whitening Skin Cream to crackerjack their appearance. Women will also spend thousands of dollars in the beauty salon getting a Brazilian Blow Out in effort to get hair that can blow in the wind hairstyle.
You see Kaysheniqua over there with Karen, Janette and Abby? She'll soon change her name to Kaylie, by the way, what happen to her cornrows? She must be crackerjacking!
a word used in place for a cuss word like, fuck.
Girl1: Fudgenit crackerjack box, i forgot my ipod at home...
Girl2: Your an idiot...
Girl1: I know. ^^