Speaking on a Radio 2 series about Dame Shirley, 72, he said he asked her years later what she had thought of the experience.
O'Connor, 77, was surprised when the singer replied, 'I thought you were gay'.
"No one here believes I'm a top," I thought to myself while taking the first sip of my second overpriced beer.
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She married TV producer Kenneth Hume in June 1961 but it emerged he was gay and the couple divorced in 1965. Her second marriage, to Italian producer Sergio Novak, also ended in divorce.
Dame Shirley and O'Connor are thought to have agreed to go on their own date early in their careers. , is on Friday nights on Radio 2 this month and features interviews with Dame Shirley and her friends.
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