cheekin' it Share definition Flag The often overlooked art of using a woman's butt cheeks to achieve orgasm. Sometimes called "crack fucking" by the uncooth Well,she was on the rag and she doesn't do anal so we resorted to cheekin' it. Hey... I got mine. cheekin' it by keezydongdillo February 7, 2010 0 0 Get merch Get the cheekin' it mug. Buy Now — $32.95 See more merch