Grancougar Share definition Flag A single, divorced or widowed woman, with grandchildren, that is 50 years of age or older that has an eye for much younger men. Those grancougars that Matt is supervisor for will really miss him if he changes jobs. Grancougar by Sir Toppem Hat April 8, 2009 0 0 Get merch Get the Grancougar mug. Buy Now — $32.95 See more merch