leaky gutter Share definition Flag a woman's vagina. suggesting that she is so loose and such a slut that she is still dripping semen like a leaky gutter drips water. Look at that girl's skirt... I bet she's got a leaky gutter. leaky gutter by PFP April 18, 2008 0 0 Get merch Get the leaky gutter mug. Buy Now — $32.95 See more merch