One of the producers of Conan O'Brien's TV show is a man named Jordan Schlansky who is an unflappable, emotionless man that enjoys the finer things in life, from food to travel.
One of his favourite things is a good cup of coffee, so much so that he bought a very expensive coffee machine for the office without permission, so Conan decided that he'd get Jordan to put his money where his mouth is and took him to a fancy coffee shop to go for a tasting.
While that should be an enjoyable experience for Schlansky, he once again proves to be pretty obnoxious and manages to spend the whole time complaining, much to Conan's amusement.
Still, it might be hard to beat that time they went to dinner in an Italian restaurant together, that was priceless.