Whoa, awesome. A Grantland battle on Chappelle's best sketches. Clutch.
Just remembered I picked up some of my "bored boyfriend" speak from Chappelle's Wrap It Up Box segment. I use a flat "word" a lot in combination with a few others from Grand Theft Auto: San Andreas ("Why." and "This is so interesting, I'm'a just let you keep talkin'").
Also, 77% of the time I hear someone mention orange juice, my first thought is of fake Samuel L. Jackson yelling "JUICE? THAT WAS A GOOD ONE!" Sometimes I say it out loud and people get confused.