by America Lover 🇺🇸 November 17, 2018
Where you stick your hand so far into a woman's vagina that it looks and feels as if you are gutting a pumpkin.
by Crispy asian October 29, 2019
by silly boi mcgee November 04, 2017
the term ass jack-o-lantern is a somewhat more clever and (perhaps?) less childish way to call someone a butthead. it also implies that the person has a nasty face and is an enormous creeper (both of which are qualities possessed by a halloween jack-o-lantern)
the ass jack-o-lantern dated the girl that was way too good for him and wore a stupid hawaiian shirt.
by My Aim Is True August 18, 2008
A festive Halloween sexual act that requires the working of fingers around the rim of the partners anus in order to widen the hole, also cleaning out any filth that might be discovered in the process (much like carving open the top of a pumpkin and cleaning it out). Once the anus has been loosened and cleaned, a lit flashlight is dropped into the anus, providing a captivating glow like a beautiful Jack-o-Lantern.
I thought the interior light was on in Pat’s minivan at the fall festival parking lot, but to my surprise, it was the soft glow from the Alabama Jack o Lantern he gave to Jeremy in the back seat!
by Zachzilla October 28, 2020
by Tommynof March 01, 2012
the agonizing, scraping sensation of your ovaries being internally carved and man-handled on a monthly basis much like the sensation of hollowing out a pumpkin.
by Ricola82 October 10, 2008