Because we never got to fuck the prom queen.

What is a Dingleberry?

"A smallish, semi-dry, extraordinarily tenacious remnant of fecal matter which, when unwittingly rolled into a mixture with toilet paper lint by the action of wiping, becomes almost irremovably entangled among ones anal hair, a situationality exacerbated by the vigorous chafing and friction between the buttocks and most commonly remedied by the sad and almost entirely unavoidable remedy of plucking out at its root the individual hair to which each dingleberry is conjoined. Of related interest, dingleberries are often noted as having the vague odor of undigested corn or peanuts."

So what does it mean when you call a person a Dingleberry?

It means he's a person who is so fearful of loss that he latches onto a girl's asshole hoping that someday he will be able to touch her pussy. But he never quite makes it there because of his wussiness...

How's that for a clan summary? :P