47. Brad Pitt and Gwyneth Paltrow
Movie: Se7en
Location: Los Angeles, California
Year: 1994
Actress and business owner Gwyneth Paltrow described her and Brad Pitt as “a very ‘90s couple.” The two definitely looked the part, often donning near-matching 1990s fashion choices together. The actors met on set when they were filming the movie Se7en, a crime drama that made over $320 million at the box office.
Pitt and Paltrow began dating in 1994. Later, they got engaged, but things didn’t work out. Paltrow moved on with actor Ben Affleck, and Pitt, of course, moved on with actress Jennifer Aniston a few years later. Neither actor really discusses their ‘90s romance, though the few comments they’ve made reveal that there doesn’t seem to have been bad blood.
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