National Coming Out Day is this Today, so we decided to roll out this old chestnut. This was the first time we saw Colbert on television, and his outrageously deadpan brand of satire was already honed to perfection. Though tender, his merciless insistence still cracks us up as he grills this kid.

He breaks character up a smidge on the Colbert Report, nowadays, but this sticks in our mind as perfectly Colbert.