Writing in her journal some eight hours before her local Chicago TV show was to go national, Oprah Winfrey said, "I keep wondering how my life will change or will it change."
It changed. On Monday, the media mogul and national institution marked the
20th anniversary of The Oprah Winfrey Show, filling the hour with memories, special guests such as Sidney Poitier and, of course, video clips – some
showing her not to her best advantage as far as clothing and hairdos were concerned.
"For me, good taste was a long time coming," Oprah, 51, admitted.
Interestingly, Winfrey also revealed, it was on a date with fellow Chicagoan
Roger Ebert – the two went to the movies – that the idea was hatched, by the film critic, for Winfrey to syndicate her local program, something he'd done with his movie-review show.
Winfrey said her most difficult interview took place in 1988, with a surprisingly monosyllabic Elizabeth Taylor – although she did call Oprah a "cheeky bugger." Taylor later apologized for her behavior, citing back and hip problems, said Winfrey.
Oprah also said that she was so happy to have lost 67 pounds that when that particular episode was over she went out and celebrated, immediately putting back on five pounds.
And how could she overlook last summer's sofa-jumping champ, Tom Cruise, declaring his love for Katie Holmes on her show? "I was just as surprised as the rest of you," Oprah told her TV audience.
It also looks like 20 years on TV is just the beginning for the ever-expanding Oprah empire. On last Friday's show, she promoted the new Broadway musical version of The Color Purple, having just joined the show as a producer.
Since the Purple segment of her TV show aired, single ticket sales of the stage production have topped $1 million, with another $750,000-$1 million coming in thanks to group-ticket sales, reports Variety.
Oprah Celebrates Her 20th TV Anniversary

Oprah Winfrey
Albert Ferreira/Reuters/Landov
Latest News
07:15AM EDT
StyleWatch
Jessica Chastain Wears Elizabeth Taylor's Jewels to Cannes Cleopatra Screening
06:00AM EDT
Caught In The Act
Alexander Skarsgard Is a 'Meat and Beer' Kind of Guy at Dinner in N.Y.C.
On Newsstands Now
- Angelina: Inside Her Brave Choice
- New Details on the Ohio Three
- Prince Harry Takes America!
Pick up your copy on newsstands
Click here for instant access to the Digital Magazine
Advertisement




















