Pumpkin Butthole Share definition Flag In porn, after a guy has sex with a chick in the butt they usually show her gaping butthole and when you look into it, it looks like a hallowed out jack-o-lantern. "She has anal a lot, I bet she has a pumpkin butthole" Pumpkin Butthole by JusticeZERO January 6, 2014 Get the Pumpkin Butthole mug.