I could dig a pony Share definition Flag It means that you're cool with anything, you could dig anything right now. "Where do you want to go to dinner?" "I don't know, I could dig a pony." I could dig a pony by Evan C. Kirchmer June 11, 2007 0 0 Get merch Get the I could dig a pony mug. Buy Now — $32.95 See more merch