Getty Images

Mr. Blackwell, the acerbic designer whose annual worst-dressed list skewered the fashion felonies of celebrities from Zsa Zsa Gabor to Britney Spears, died on Oct. 19, 2008. He was 86.

Blackwell died of complications from an intestinal infection, publicist Harlan Boll said.

Blackwell, whose first name was Richard, was a little-known dress designer when he issued his first tongue-in-cheek criticism of Hollywood fashion disasters for 1960 - long before Joan Rivers and others turned such ridicule into a daily affair.

Year after year, he would take Hollywood’s reigning stars and other celebrities to task for failing to dress in what he thought was the way they should.

Here are the stars who topped Mr. Blackwell's worst-dressed list from 1960 to 2007. (Click "Next" in the upper left corner to begin the slide show.)

--Associated Press