messy tophat Share definition Flag When one uses a wool hat as a masturbation aid and, upon being walked in on, places said hat up on their head. Did you hear about Greg? His mom almost caught him jerking off and he had to pull a messy tophat! messy tophat by notnops January 16, 2008 0 0 Get merch Get the messy tophat mug. Buy Now — $32.95 See more merch