It takes to two, thanks to Julia Roberts & Keifer Sutherland, Demi Moore & Bruce Willis, and more

By EW Staff
Updated June 25, 1999 at 04:00 AM EDT

Dear Nicole and Tom: The good news? Boffo box office for Eyes Wide Shut will turn you into Hollywood’s most successful working couple du jour. But stop now in the name of love. For most of the ’90s, when It Couples mixed business and pleasure, their relationships almost always went south. For instance:

Mia Farrow & Woody Allen
COLLABORATION: Thirteen films, including the prescient 1992 divorce saga Husbands and Wives.
FALLOUT: The long, successful liaison ended in 1992 with a scandalous home movie: Everything You Always Wanted to Know About Soon-Yi (But Were Afraid to Ask). Neither’s career has ever fully recovered.

Mariah Carey & Tommy Mottola
COLLABORATION: Wed in 1993, the girl who put the D in diva and the Sony music bigwig boasted four years of marriage and four multiplatinum albums.
FALLOUT: With the release of 1997’s Butterfly, it was no longer a ”sweet, sweet fantasy.”

Demi Moore & Bruce Willis
COLLABORATION: Die-hard action hero Willis and post-Ghost Moore were the model of the modern married megastars. But that didn’t save their lone movie pairing, 1991’s Mortal Thoughts, from a box office transgression.
FALLOUT: Ten and a half years after their 1987 wedding, the relationship also fell from grace.

Julia Roberts & Kiefer Sutherland
COLLABORATION: The deliciously brain-dead 1990 medical-school thriller Flatliners.
FALLOUT: The relationship flatlined. But Roberts’ costar canoodlings didn’t end there. She recently made a Law & Order guest shot opposite beau Benjamin Bratt and pulled in awesome ratings.
FALLOUT, PART DEUX: He subsequently left the series (bummer), and we think it’s all her fault.

Gwyneth Paltrow & Brad Pitt
COLLABORATION: Set Tinseltown coupledom gold standard when their 1995 film, Seven, was lucky at the box office (grossing $100 mil).
FALLOUT: Together for two and a half years, they split before their second creative pairing, Duets. Oh, what might have been.