Chris Howard (47) and Gabrielle Union (50) – Divorced

Like many other Hollywood stars, Gabrielle Union has been involved in several love triangles. Though she has been married to Dwyane Wade since 2014, she was in several other relationships before they tied the knot. Her first love union was with NFL running back Chris Howard, whom she met at a party in 1999 and exchanged vows with the following year.

Their union lasted for about four years before the separation, but their divorce proceedings were finalized in 2006. Many people may not know Howard, though he was an NFL star, he had a short-lived career playing for the Denver Broncos.