Who are Oprah Winfrey’s ex-boyfriends?
OPRAH Winfrey is a household name around the world and has interviewed countless high-profile figures. Hailed one of the most influential women in the world, the talk show queen, 67, has led a colorful life both on and off screen. Who are Oprah Winfrey’s ex-boyfriends? Anthony Otey Oprah’s first love was her high school sweetheart, […]
OPRAH Winfrey is a household name around the world and has interviewed countless high-profile figures.
Hailed one of the most influential women in the world, the talk show queen, 67, has led a colorful life both on and off screen.
Who are Oprah Winfrey’s ex-boyfriends?
Anthony Otey
Oprah’s first love was her high school sweetheart, Anthony Otey.
The two reportedly spoke of getting married, but Oprah broke off their relationship during her senior year.
Otey is said to have kept dozens of love notes the pair exchanged.
William Taylor
Months after breaking up with Otey, Oprah began dating William “Bubba” Taylor.
The pair met at Tennessee State University and it is understood Oprah helped him get a job at WVOL radio station.
They parted ways in 1976 after dating for five years when Taylor was unwilling to move with Oprah to Baltimore.
John Tesh
During the 1970s Oprah also dated John Tesh.
Their relationship was only brief, however.
Tesh, a pianist and producer, went on to marry actress Connie Sellecca in 1992.
Lloyd Kramer
Oprah then started up a relationship with fellow WJZ-TV reporter Lloyd Kramer.
She has described their time together as “the most fun romance” she ever had.
When Kramer moved to NBC in New York, Oprah reportedly had an affair with a married man who had no intention of leaving his wife.
Randolph Cook
Randolph Cook claims to have lived with Oprah for several months during 1985.
He alleged they did drugs together during this time.
In 1997, Cook tried to sue Oprah for $20 million for allegedly blocking a tell-all book about their supposed relationship.
Roger Ebert
In the mid-1980s, Oprah had a brief fling with movie critic Roger Ebert.
Oprah credits Ebert, who died in 2013, with advising her to take her show into syndication.
They co-hosted the Chicago Emmy Awards in 1986.
Reginald Chevalier
Reginald Chevalier claims to have had a relationship with Oprah in around 1985.
The Haitian filmmaker says he lived with Oprah for four months after meeting on her chat show.
According to Chevalier, Oprah ended their romance when she met Stedman Graham.
Stedman Graham
Oprah has been with author and businessman Stedman Graham for more than 30 years.
The pair began dating in 1986 after meeting at a charity event.
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They got engaged in November 1992 after moving in together in 1991
A tentative wedding date was set for 1993, but the ceremony never actually took place.
Oprah remains with Graham, 69, however.