Conversation so far:
How many celebrities did Oprah have on her show
Winfrey interviewed a plethora of public figures and everyday people during the show's 25-year history.
Did the celebrities do anything special for Oprah's show
Winfrey sat down in a prime-time special broadcast with Michael Jackson. Jackson, an intensely private entertainer, had not given an interview in 14 years
When was Michael Jackson on Oprah's show
On February 10, 1993
When was Elizabeth Taylor on Oprah's show
Winfrey claims her worst interviewing experience was with Elizabeth Taylor in the show's second season
Was there anything special about the show with Elizabeth Taylor
Just before the interview, Taylor asked Winfrey not to ask any questions about her relationships. Winfrey found this to be a challenge considering Taylor had been married seven times.

Question: What was so special about the interview with him
Self-contained rewrite: What was so special about the interview with Tom Cruise