“In a million years, I didn’t think that America was ready . . . to have the explosion of gay culture that we’re now in,” Rosie O’Donnell says. “It’s been a wild ride since I was a little girl at 10 years old, who knew she was gay.”
When did you start listening to Joni Mitchell’s music? I know she’s really important to you.
About two weeks into rehearsing, Penny [Marshall] called me in and said, “Madonna is coming tomorrow. If she likes you and likes me, she’ll do the movie. Try to be funny.” I was, like, “No pressure!” I had just seen “Madonna: Truth or Dare” with my boyfriend at the time, believe it or not. And he said to me after the movie, “I bet if you ever met her, you would be really good friends. You have so many similar things that happened to you in your childhood, and you have Catholic families.
Well, I have so much trouble with clothes in general. I really do dress like a boy. I wear T-shirts and baggy shorts in my real life. And so whenever I have to do anything it’s the panic of my life. So going to events, wherever you’ve seen me, know that I’ve struggled with whatever I’m wearing, to put it on and to figure out if it was right.
Did it feel limiting, though, to have this persona, even in the time when you were given free rein? To be so cheerful? You were dubbed the “Queen of Nice” in the nineties. All Koosh balls and hugs. Do you feel that your career has been sort of in two parts, where Rosie plays by everyone else’s rules and is a good girl of the NBC system and then breaks out, or do you not see it in such stark terms?
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