Michael Jordan & Yvette Prieto
Arguably the greatest basketball player in the history of the sport was 55 when he married then 35-year-old Cuban model Yvette Prieto in 2013. They met at a club in 2008. The two wed in Palm Beach, Florida in a star-studded wedding with singers Usher and Robin Thicke singing at the reception. They have twin girls Ysabel and Victoria. Yvette is also a stepmother to Jordan’s three children from his previous marriage to Juanita Vanoy.