16. Stephen Colbert's Big Gay Roundup
Each time it aired, "Big Gay Roundup" was guaranteed hilarity because of its opening titles, which featured longtime buddy Steve Carell in cowboy hat, suit, and holster shooting fake pistols while making "pew pew" noises. Colbert utilized the segment to bemoan the latest gay-ification of good ol' fashioned American values. But, sneakily, the show's chronicling of the country's rising social acceptance of same-sex marriage was reflected in the character's reluctant admittance that, fine, gay weddings are pretty fabulous.