10 Most Embarrassing Boasts In Rap Music

7. Dr. Dre - "F**k Wit Dre Day"

If it ain't another ho that I gots ta f**k withGap teeth in ya mouth so my dick's gots to fitWith my nuts on ya tonsils
This explanation should probably be prefaced with the fact that Dre is insulting Luther Campbell of 2 Live Crew infamy, who does, in fact, have a sizable gap between his front teeth. In terms of width, it's somewhere between Anna Paquin and Michael Strahan. But, unfortunately for Dre and his elementary school barbs, this is an instance where the insult could easily ricochet back and hit the slinger in the possibly very tiny penis. When you start talking about places where your "dick's gots to fit," that list has to have a very specific set of commonalities. For starters, they should make your peep sound impressive. And although that's probably what you were aiming for here (his tooth gap is so substantial I can fit my giant wang into it), that's the furthest from what this came off as. And we won't even get into how logistically impossible it would be for your nuts to touch his tonsils, unless your sack droops like a bloodhound's ears.
 
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Jacob is a part-time contributor for WhatCulture, specializing in music, movies, and really, really dumb humor.