caboosi Share definition Flag A caboosi is the g spot for a guy. It is two to three inches in ur butthole and causes a shocking orgasm. "I love it when my friend Autumn touches my caboosi says jalen'" caboosi by Swaggy pimp daddy February 23, 2015 0 0 Get merch Get the caboosi mug. Buy Now — $32.95 See more merch