Jerkwinder Share definition Flag A "Jerkwinder" is when a man masturbates in the wind and then the jizz flys away and lands on someone behind the masturbator. I seen Jerry give Alisha a "jerkwinder" lastnight! Jerkwinder by redeyejedi2010 March 8, 2010 0 0 Get merch Get the Jerkwinder mug. Buy Now — $32.95 See more merch