Menstress Cycle Share definition Flag The stress resulting from a man's dealing (lovingly) with a woman during her menstrual cycle. Dude what's your problem? I'm going through my menstress cycle. Bitch got me twisted. Menstress Cycle by Jake's taken June 13, 2011 0 0 Get merch Get the Menstress Cycle mug. Buy Now — $32.95 See more merch