western roll Share definition Flag when you're nailing a broad in the ass from behind, on your downstroke, toss her to the side. This will make her shit herself. I was hiting Peggy in the can when I decided to give her the western roll. western roll by StinkyPinky May 19, 2003 0 0 Get merch Get the western roll mug. Buy Now — $32.95 See more merch