Conan’s 50th Birthday: His Gayest Moments on TV

The smart funnyman turns 50, and we celebrate five of his greatest gay-ish moments on TV.

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Conan O’Brien, the Simpsons and SNL writer who managed to become late-night talk show royalty thanks to his smart silliness and silly smartness, turns 50 today. For my money, almost nobody is cooler. MAYBE Jody Watley.

In 2000, I taped the episode of Late Night with Conan O’Brien when his sidekick Andy Richter left the series to pursue other TV gigs (because I had my eighth grade class trip that day and couldn’t watch it as it aired– ugh!). It is an emotionally wrenching hour, and it was then that I realized Conan is awesome because he’s both stupefyingly clever and honest as a performer. He’s even vulnerable, and if you’ve seen the documentary Conan O’Brien Can’t Stop, you know he’s also something of a maniac — and thankfully one that won’t stop. 

Today I celebrate his birthday with five of my favorite gay-ish clips from his years on the tube.

1. Conan officiates a wedding for one of his gay staffers.

It’s heartwarming, star-studded (Hey, that’s Andy Cohen!), and best of all, real. When Conan presided over his gay wardrobe stylist’s wedding, it was hard not to choke up a bit.

2. Conan stands up for gay rights to the chagrin of his gay staffers

Like all gay men, Conan’s gay staffers can telepathically communicate with one another. And they are pissed.

3. Billy Eichner hunts Madonna at the Super Bowl

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