Michael Douglas, 76 – Married for 21 Years
By starring in movies such as Fatal Attraction, Wall Street, The War of the Roses and Romancing the Stone, actor and star kid, Michael Douglas cemented his place in Hollywood by showing us that he certainly can act, and is not just another handsome face.
After dating his Summertree co-star Brenda Vaccaro for 6 years, he married Diandra Luker in 1977 and they divorced in 1995, netting her a huge settlement. Douglas then married to Mask of Zorro actress Catherine Zeta Jones in 2000 and they even signed a pre-nup agreement, in case he ever cheated on her!