Celebrity / Rosie O'Donnell Rosie: I Almost Dated Angelina O'Donnell also talks Kelli Carpenter, and whether Oprah Winfrey is gay By Evann Gastaldo, Newser Staff Posted Oct 27, 2009 8:56 AM CDT Copied Rosie O'Donnell, right, and partner Kelli Carpenter-O'Donnell arrive to the 18th annual GLAAD media awards, Monday, March 26, 2007, in New York. (AP Photo/Diane Bondareff) Rosie O'Donnell finally discussed her relationship problems on yesterday's The Howard Stern Show, but let's just skip right to the best part of the interview: Rosie's almost-date with Angelina Jolie. "She gave me her phone number," O'Donnell says. "There was a tentative plan to have dinner that never came through. I was a little afraid of her. She’s scary in a sexual kind of way. I have dreams about her a lot still." Rosie also gave her two cents on rumors that Oprah Winfrey is gay, saying that her friendship with Gayle King is the emotional equivalent of a gay coupling: "When they did that road trip, that’s as gay as it gets." Of her own partner Kelli Carpenter, O'Donnell says, "I don’t know that we’re going to be together. I think we’re working through what’s best for all of us." (More Rosie O'Donnell stories.) Report an error