Anna Nicole Smith and J. Howard Marshall
One of the most talked-about unions on this list is that of Anna Nicole Smith and J. Howard Marshall. 1994, when Anna Nicole was 26 years old, she married J. Howard Marshall was a billionaire businessman who was 89 years old. Their marriage lasted just 14 months until Marshall's passing.
However, despite their marriage, Anna Nicole did not inherit any of Marshall's wealth as he had not included her in his will. This resulted in a contentious legal dispute between Anna Nicole and Marshall's children. Eventually, she was awarded $474 million, later reduced to $88 million. Tragically, Anna Nicole, who had previously been a Playboy model, took her own life in 2007.
