1-noun. A competition in which contestants bob for dingleberries (similar to bobbing for apples). This involves multiple men/women licking one man/womans asshole in hopes of coming out with the most dingleberries.

2-adj. An derogatory name used to poke fun of those who may be smaller, rounder, slower, and/or smellier than the norm. Most commonly used for victims named Bob, Rob, Robert etc.
1- "Ladies and gentlemen, it is time for our 58th annual Dingleberry Bob! Competitors, please approach your assigned asshole."

2- "Oh shit, Dingleberry Bob is in the house tonight."
by underwatrdrummr August 29, 2011

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