Winky eye Share definition Flag The contracting brown eye reaction at the rear guard as she goes into orgasm with ass play She showed me the winky eye as I massaged her increasingly wetter butt hole as she rubbed out a huge orgasm Winky eye by Clittty litterate January 9, 2014 0 0 Get merch Get the Winky eye mug. Buy Now — $32.95 See more merch