Wee Willie Winkie Share definition Flag An insulting or demeaning term used in reference to an unusually small penis. "Put wee willie winkie away before I piss my pants from laughing at it." Wee Willie Winkie by Angelic_Sherry September 21, 2005 0 0 Get merch Get the Wee Willie Winkie mug. Buy Now — $32.95 See more merch