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still, she quotes sources describing how, in 1989, winfrey was insistent on paying tim watts, an ex-boyfriend, 50,000 to keep quiet about her lesbian affairs and the fact that her brother, who. a tearful oprah winfrey has denied she is a lesbian, saying that constant rumors about her close relationship with a female friend were irritating because it means that somebody must think i am. Los angeles a tearful oprah winfrey has denied she is a lesbian, saying that constant rumors about her close relationship with a female friend were irritating because it. I am not even kind of lesbian, winfrey told walters on abc news. Oprah gail winfrey (born orpah gail winfrey january 29, 1954) is an american talk show host, television producer, actress, author, and philanthropist. She is best known for her talk show, the oprah winfrey show, broadcast from chicago, which was the highest-rated television program of its kind in history and ran in national syndication for 25 years from 1986 to 2011. For 25 years, oprah winfrey has dazzled television audiences with her bold personality and candor, sharing her struggle with her weight, surviving sexual abuse as a child and letting her fans in on her personal relationships, including her close friendship with gayle king. Oprah addresses lesbian rumors, cries to barbara walters (video) by danny shea. Oprah winfrey opened up to barbara walters in a revealing, more personal interview than viewers often see from the daytime talk show queen. A prominent matchmaker sent me exclusive news that oprahs best gal-pal gayle king hired her to find her a suitable girlfriend. Orly the matchmaker, the worlds priciest matchmaker, tells all in the march 7th national enquirer, but youre hearing it here first. Orly says she dropped gayle because she wouldnt pay and was too picky. so if you had any doubt about whether gayle king is a lesbian scratch that, because gayle is being sued by a famous matchmaker who claims she hooked gayle up.