55. Richard Gere & Cindy Crawford

People couldn’t stop talking about Cindy Crawford and Richard Gere back in the day as they were deemed as one of Hollywood’s most iconic couples. They were both in the peak of their careers when they got together. Looking back on her first marriage, Crawford thinks she and Gere should have built a solid foundation of friendship before they got together. She said that it would have helped their relationship immensely as they both evolved as individuals. Their 17-year age difference also provided a degree of difficulty.

The couple had a lot on their shoulders due to the attention they received from the media. Everyone against them, which only made matters worse for the two. Eventually, their relationship fizzled out. In 1995, Gere and Crawford made publicly announced that they were separating after being married for only four years. Their iconic relationship now remains only in our memory.