Barbara Walters' Biggest Bloopers

Nov. 15, 2006 — -- Barbara Walters is celebrating three decades of primetime interviews with a lighthearted, poignant, and often hysterical two-part program, "The Barbara Walters Special: 30 Mistakes in 30 Years."

Walters shares her interviews with world leaders, athletes, musicians and Hollywood icons, chronicling her mistakes … and theirs.

The special includes classic candid moments with stars including Al Pacino, Will Ferrell, Eddie Murphy, Lucille Ball, Patrick Dempsey, Jamie Foxx, George Clooney, Teri Hatcher, Brad Pitt, Halle Berry, Jerry Seinfeld, President Ronald Reagan, and countless others.

Here, Walters highlights her lowlights from the past 30 years:

Mistake # 30: Never ask anyone what kind of tree they want to be.
It was 25 years ago when Walters asked Katharine Hepburn that question. It's a moment that has dogged her throughout her career.

#29: Never gush over a future president.
A sappy good night to then-President-elect Jimmy Carter and his wife, Rosalynn, on her very first special in 1976, is a clip that still makes Walters cringe.

#28: It's one thing to ask about embarrassing pictures, it's another thing to embarrass a guest.
Walters asks numerous women why they posed nude for a magazine, but with Suzanne Somers she takes the questions a little too far.

#27: Never ask people how much they're worth, it's rude. … Unless it's Donald Trump.
Forget not talking about money: Walters has asked celebrity after celebrity about their financial status -- even 11-year-old Dakota Fanning.

Nothing is off-limits when it comes to "The Barbara Walters Special," and through the years, Walters has asked her interviewees about everything from their bank accounts, to their looks … to losing their virginity.

#26: Enough already with the virginity talk!
Walters discusses losing one's virginity with leading men Patrick Dempsey, Don Johnson, Ricky Martin and Liam Neeson.