cucumber pants Share definition Flag Very tight pants, especially in the region of the crotch, where you can actually see the shaft of a grown mans penis. David Bowie's hot outfit in the "Labyrinth" is a perfect example the most righteous cucumber pants. cucumber pants by Andrew DeLong September 19, 2005 0 0 Get merch Get the cucumber pants mug. Buy Now — $32.95 See more merch