In 1962, future Pulitzer Prize–winning author Alex Haley sat down with jazz musician Miles Davis for what would become an institution of American journalism—the Playboy Interview. To celebrate the Interview’s 50th anniversary, Playboy has culled 50 of its most (in)famous Interviews and will publish them over the course of 50 weekdays (from September 4, 2012 to November 12, 2012) via Amazon’s Kindle Direct platform. Here, a glimpse at our conversation with comedian Tina Fey from the January 2008 issue.

Playboy: The late Michael O’Donoghue, the first head writer for Saturday Night Live, once said, “It does help when writing humor to have a big hunk of meat between the legs.” Fey: I do have one, but it’s been flayed open to a vagina. Playboy: So you don’t agree with that sentiment? Fey: Well, the thing is, he said it, and then he died. So I don’t know. Maybe he was wrong.

“There are two big differences between Liz and me. One is that apparently my character’s jugs are a lot bigger.”

Fey: When I was growing up, to have a good body you actually had to have a good body. You know what I mean? You had your shape, and whatever your God-given shape was, that was your shape. But now—and this is what these young Hollywood ladies seem to do—even if you don’t have a great body, you can lose a lot of weight and get superskinny, get a fake tan and fake tits, and you’re in the game. Just get super-duper skinny. Some women are the real deal, like Jessica Alba. She has an amazing, gorgeous body. But for some of these other chicks, the closest they can get to a body like that is to remove everything that’s there and add a little something on top. It’s like the ladies you see in Playboy. Playboy: Wow. You really want to talk about this here? Fey: I don’t want to seem like a bad guest, but I have a few gentle theories. If you look back at old Playboys from the 1960s and 1970s, the Playmates represented the girl next door, and some of them had maybe different-size boobies, perhaps with brown nipples or large areolas. There were even ladies with their actual hair or with hair that wasn’t blonde.

“I don’t understand the cultural obsession with these weird mental children with orange skin and bleached-out Barbie hair and boyish hips and big fake choppers. They’re so close to being trannies. I sometimes feel like, Who are these creatures? And they certainly don’t exist only in this magazine. They’re everywhere, and that’s a reflection of our culture. It’s like the difference in our food since the 1970s. It has become overprocessed with all the trans fats. Maybe we need to get organic with these ladies.”

To read the interview in its entirety on your Kindle App, Kindle Fire or Kindle Touch, click below.

*Or read the interview with access to all Playboy interviews on iPlayboy.*