Dangling Disappointment Share definition Flag Used to describe someone's penis that is less than blessed. A very small penis. I hope this girl I met last night is ready for 2 and a half inches of dangling disappointment!! Dangling Disappointment by Stitchking July 29, 2011 0 0 Get merch Get the Dangling Disappointment mug. Buy Now — $32.95 See more merch