Rosie O'Donnell called in to say she used to be scared by the black-t-shirted pot smokers like Howard, but Howard shot back that he was never that cool. Rosie said she was finally convinced to come on the show by her friend Fran Drescher, and Howard asked Rosie if her relationship with another of her friends, Joy Behar, had become strained post-"View." Rosie would only say that she always looked up to Joy when she was a young comic.
Howard asked if Rosie had ever been with a man, and Rosie said she had: "For over two years." Howard wondered how Rosie managed to keep her relationship with her first (not current) girlfriend quiet, so Rosie explained that it just used to be easier before the Internet, Perez Hilton and TMZ came along. The crew then got Rosie to comment on her former obsession with Tom Cruise: "I just wanted him to mow my lawn...I think he's in a place [now] where he never wanted to be."
Rosie told Howard that she was attracted to Angelina Jolie but not Beth O: "She's too perfect...[but] of all the people I sat next to over the year [at "The View"], she was the most doable." Howard wondered if Rosie was still friends with Madonna: "You can really sit down with her and have a conversation?" Rosie said she could - just like she does with Jane Fonda. Howard then asked Rosie if her marriage was still hot, and Rosie said yes: "I'm very lucky."