A Timeline of Enrique Iglesias and Anna Kournikova's 16-Year Romance

The couple reemerged in 2009 when they were spotted on a casual date night. This time, Anna had on a different ring from the original huge pink diamond she was seen wearing in 2004. Instead, she was wearing a canary yellow diamond ring. They were also spotted out and about in Miami in 2010 and 2011.

In an interview with Parade in 2012, Enrique said the two had no plans to tie the knot. "I've never really thought marriage would make a difference," he said. "Maybe it's because I come from divorced parents, but I don't think you love someone more because of a piece of paper."