A reference to one's penis. Originates from the sport of hockey. The area between a hockey goalie's legs is known as the five-hole. Thus, one's penis dangles in the "five-hole region".
Where was their offensive line last night? They were
getting man-handled like Jimmy man-handles his twin brother's five-hole dangler.
And now that Denis is gone and the goal is all LeClaire, he's lookin' like a brick wall with a five-hole dangler....
Good news is, your daughter will love you unconditionally, and accept you for the country-club shoe, Fonzi-shirt wearin', micro-shwee, Fruity Pebble five-hole dangler, support-havin' fague you are.
While our lifespan is the number of years we will live, our healthspan is the number of healthy years we will have and our sexspan is is the number of years we will continue to be healthy enough to continue having an active sex life.
A lighthearted reaction upon receiving disappointing news of some sort. Usually something that isn't a particularly a big deal, esp. when it primarily affects someone else - sort of a mild schadenfreude. Sometimes doubled or tripled, and possibly said in a sing-songy voice for added comedic effect to imitate a muted trumpet, which is how the meme originated.