by Kitty Kelley
It always happens. The day after your book is published you meet someone who says, “Oh, I wish I’d known you were writing that biography. I could’ve told you about ….” Fill in the blanks here with some hair-raising incident you did not have in your book, despite years of research and hundreds of interviews. Never fails.
Shortly after the paperback publication of Oprah: A Biography, I received an email from a man, gently chiding me for my vaunted investigative skills. “How come you didn’t find me?” he teased. “I was Oprah’s lover back in the 1980’s and lived with her for four months before Stedman came on the scene.”
Ordinarily, such an email would be tossed into the crank bin filled with letters from felons, proclaiming their innocence. But this particular email had too many specifics to ignore. So I responded with pertinent questions to see if this Haitian film maker, Reginald Chevalier, was the real deal. Turns out he was. I called Oprah’s publicist to double-check his information but my call was not returned.
Not that I needed to add any more lovers to Oprah: A Biography. She had had several over the years, including the muzak musician John Tesh, when they worked together in Nashville, and retired radio disc jockey Tim Watts, the married man who was the love of her life for years in Baltimore. There was also a brief fling with Randy Cook, who lived with Oprah for a few months and described himself as her drug procurer.
Reginald Chevalier said he met Oprah when he appeared on her show in 1985. “She was doing a segment on look-alikes and at the time I looked like Billy Dee Williams. She later confided that she instructed her producers to keep me backstage after the show. She threatened to fire them, if I got away. She took me to lunch at the Water Tower restaurant and ordered stuffed mashed potatoes for both of us.”
Their affair began that day.
I remember how she loved taking candle-lit baths before going to bed. We took lots of them together. We spent many nights together in her new condo which she loved so much. I would be watching TV and she would be working on her next day’s show…. Besides going to restaurants for lunches and dinners, to stores to buy gifts for employees and friends—Oprah is generous with stuff—we would go to the Bears games because I was friends with one of the players. We occasionally had dinner with Michael Jordan and his wife, Juanita, or with Danny Glover, [Oprah’s co-star in The Color Purple.]
I noticed a few times she would bring up the subject of marriage and ask me if this was something I believed in. I think at that time Oprah was ready to take the plunge, and I was the chosen one…but I wasn’t interested in getting serious…. Oprah took me to her mother’s house for dinner in Milwaukee and that’s where I met Jeffrey, her gay brother [who died of AIDS in 1989]. Oprah said to him, “You stay away from this guy. He’s mine.”
Chevalier was 25 years old then and Oprah was 32, but he said the age difference didn’t matter to either of them. He accompanied Oprah to the Chicago premiere of The Color Purple. “Oprah bought a purple mink coat for the occasion and wanted me to wear purple mink as well but I just couldn’t do it.” Their photo appeared in the Chicago newspapers. “If you look carefully, you can see part of Gayle King’s face in the lower left of the picture,” he said. “Gayle was always around. Everywhere we went she was there. She was Oprah’s shadow.”
Chevalier has fond recollections of his time with Oprah, although he admits that she’s a much more reserved, calculating person off-camera than the warm, embracing person she presents on her show. “Things came crashing to a halt in April 1986,” he recalled. “I had been out of town on a modeling assignment and when I returned to the Water Tower condo, my key wouldn’t work. The concierge informed me that the locks had been changed. Oprah had left a box for me filled with all my belongings. On a yellow envelope she had written: ‘Sorry, things aren’t working between us. Oprah Winfrey.’ That was it. No phone call. No good-bye. Nothing. She was as cold as ice…. A few weeks later Stedman was on the scene— full time.”
(Photos courtesy of Reginald Chevalier.)