September 15, 2015 - Joe Kohen/Getty Images North America more pics like this »
Jennifer Hudson And David Otunga
Length of Engagement: 9 years

Jennifer Hudson and David Otunga became engaged in 2008 on the Oscar winner's 27th birthday, and the two went on to have a son named David, Jr. While they seemed strong, the relationship ended in the fall of 2017. When asked in the past about her long engagement, Hudson answered that she did not believe in divorce and wanted to be completely sure about her relationship before making it official.