Drew Barrymore and Tom Green
Length of marriage: 163 days
In 2000, Drew Barrymore and Tom Green enjoyed teasing the American public about their impending wedding date — even going as far as to stage a Saturday Night Live stunt to get the country clamoring for the real thing. But in the end, the Hollywood couple enjoyed the thought of marriage much more than the action. Their yearlong engagement far outlasted the couple's nuptials, and the July 2001 wedding was quickly followed by Christmas divorce papers. But Barrymore, who first starred in E.T. at the age of 6 and was in rehab by 13, was used to a blustery, fast-paced life. Her marriage to Green wasn't even her shortest: in 1994, the 19-year-old Barrymore married bartender Jeremy Thomas after dating for just six weeks, which coincidentally was the same length as their marriage.