A Look Back at Jon Stewart's Greatest Gay Moments

Getting Hitched

July 25, 2006
Back in Black – Marriage and Children

“The American marriage is in big trouble, and that starts with ‘T’ and that rhymes with ‘G’ and that stands for ‘Gay,’” Lewis Black’s commentary on marriage equality starts out. And then it just gets better.

First comes a clip of the House debate on a Constitutional amendment banning gay marriage, and Rep. Phil Gingery (R-GA), who said, “Marriage isn’t just any kind of love. It’s a love that can bear children.”

Black, who isn’t big on hypocrisy, has news for Gingery. “Hey, Congressman. Take my word for it: a one night stand with no love, a Quaalude and three beers can also bear children.”

Feb 25, 2005
The Ring

This one begins with Stewart speculating that the 2004 presidential race might be “decided by whether two middle aged women can open a joint checking account,” and ends with a little gratuitous Rosie-bashing. It also features John Kerry (remember him?) accusing the media of letting Bush divert national attention from substantive issues like health care by divisive discussions of gay marriage. “Gay marriage… so shiny,” says Stewart. There’s also some footage of Gavin Newsom scolding President Bush. Now, that’s shiny.

Those Wacky Politicians

Sept 10, 2007
Trapped in the Closet

Larry Craig’s arrest for soliciting sex with a man in an airport restroom was, of course, a gold mine for Stewart. Nonetheless, it wasn’t hard to know which of the many clips on the subject to include here, because this might be the funniest Craig routine in the history of the right wing closet. What is hard is finding the words to describe this clip. You truly do just have to see it.

It’s Craig’s story in his own words, interspersed with commentary in song. Sample lyric: “He’s in his wide stance with his Hammer pants down.”

In response to Stewart pointing out, “He still says he’s not, and has never been, gay,” the crooner sings, “That’s not how gay works.”

And none of that could possibly convey how wickedly funny this bit really is. Just watch it.

Aug 7, 2007
Drop and Give Me $20

Bob Allen was arrested for offering undercover cop $20 for oral sex in a restroom. "Why is this worth a mention?” Stewart asks. “Well, it turns out Mr. Allen is a state Florida lawmaker who authored a bill that outlawed lewd and lascivious acts in public, and he's also the state co-chair of John McCain's campaign."