Pennywising

Wearing white clown makeup while your girl holds a red balloon and receives dog-style lovemaking.

It was a boring date until he put on the makeup and started pennywising me.

by pooniwoven November 21, 2023

Penny Wising

Penny Wising- To make a malicious joke, or saying things that are funny yet mean.

This came about as my friend and I were talking, and referenced the the movie IT in which the clown character who is suppose to be funny is actually very malicious.
This saying is now widely used in our area.

I was just Penny wising.

by Trapp-Lica October 23, 2022