Lolipopping Share definition Flag The act of pulling down your pants and cramming your penis into a random strangers mouth and walking away. Dude, i saw a midget in the mall! I just had to lolipop her!" "You have got to stop lolipopping! Lolipopping by garuru0 January 2, 2011 0 0 Get merch Get the Lolipopping mug. Buy Now — $32.95 See more merch