PLAYBOY: It’s as simple as it sounds: They think you need some new, better clothes.
HADER: Yeah, I don’t put a lot of thought into clothes. When we went to Las Vegas for my wife’s movie, she said, “Can you please bring a blazer to put over your T-shirt and jeans?” People at SNL were always like, “You’re going on Letterman. Wear a suit.” Nah.
PLAYBOY: When you were doing impressions on SNL, did you ever hear from people you imitated?
HADER: I didn’t really do an impersonation of John Mayer, but Kristen Wiig and I did a thing about his relationship with Jessica Simpson, how they had nothing to talk about. And John came up to me and said, “Jessica and I were watching that in bed.” Oops. Sorry! I did Harvey Fierstein on the show once, and he sent me flowers. Really nice flowers.
PLAYBOY: In the movie The Skeleton Twins, you play Kristen Wiig’s troubled twin brother, Milo. Does the role take you out of your stupid-guy-in-middle-management niche?
HADER: The movie reminds me a bit of You Can Count on Me, but the characters are more depressed and wrecked. Milo has real emotional problems. It is a totally different style of acting. I was doing SNL at the same time, so during the day I’d do an intense dramatic scene, and at night I’d go to SNL and rehearse a sketch with Martin Short where I’m Kate Middleton’s gynecologist. Skeleton Twins actually has some very funny moments, but it’s a different type of thing, which I wasn’t used to. It’s different when the director says “Cut” and no one laughs. Instead, people are like, “Fuuuuuck. That was a bummer.” [laughs]
PLAYBOY: Milo’s gay. How did you approach playing another gay character? Did you model him on anyone?
HADER: Craig Johnson, the film’s director and co-writer, is gay, and I said, “I don’t want to do any limp-wrist acting.” I also said to him, “Be on Stefon watch.” I didn’t want anybody to draw a connection between Milo and my Stefon character. I don’t know if I modeled him on anyone. I really liked Raul Julia’s work in Kiss of the Spider Woman. But he’s not really gay in that movie, just prison gay.
PLAYBOY: You don’t really have the sensibility of a 35-year-old, do you? It’s much more like a 65-year-old’s.
HADER: My point of reference has something very old-fashioned about it. Amy Poehler was shocked that I’d never seen American Idol. On SNL I had to play Ryan Seacrest in a sketch, and I asked for some tape of his TV appearances. Amy Poehler was like, “Fuck you! You watch American Idol,” and I was like, “No, I don’t!”
PLAYBOY: What are you watching when American Idol is on?
HADER: I’m watching Johnny O’Clock, starring Dick Powell, on TCM.
PLAYBOY: The To Do List is about a studious girl who decides to lose her virginity before she starts college. Was losing your virginity as exciting as that?
HADER: It was like Tori Spelling and Brian Austin Green in Beverly Hills 90210. We planned it, we were in love, there were candles. It was a teenage romantic thing, with a girl I was dating in high school. I was 18.
PLAYBOY: You’re a creative consultant on South Park. In the documentary 6 Days to Air: The Making of South Park, you spend most of your time checking your cell phone and eating. What’s your actual contribution to the show?
HADER: Checking my phone and eating. Yeah, everyone said to me, “I saw you in the South Park documentary, and you really don’t do much.” Even I thought that when I saw the movie.
PLAYBOY: It was nice to see Stefon marry Seth Meyers in your last episode on Saturday Night Live. You make a very attractive confused gay club kid.
HADER: Thank you. People have said that, and I take it as a compliment. I was in the Strand bookstore once, and a guy came up to me and said, “I would totally fuck Stefon. Seriously, I want that guy so much.” I was like, “Thank you very much. I’m here with my wife.” He said, “I get it,” and walked away.
PLAYBOY: Did you take any Stefon souvenirs from SNL, like one of his Ed Hardy shirts?
HADER: When we finished the last scene, I took off the wig and the hat and the shirt. I turned around, and they were gone—they’d been whisked away. I thought, Well, that’s that. No time to get sentimental, Bill. Go get ready for the cop sketch.