Richard Gere and Cindy Crawford
It was the 1990s, and Richard Gere was one of the most famous actors around after starring in the iconic film, Pretty Woman. And at the same time, Cindy Crawford was a highly regarded supermodel. Together, they became one of the most popular couples at the time. They got married in 1991 in an improvised wedding that took place in Las Vegas, where only close friends were invited. Gere was 42 and Crawford was 25. But the breakup came soon after in 1995.