Guy Ritchie

Madonna married Guy Ritchie on Dec. 22, 2000, at Skibo Castle near Dornoch, Scotland, in a private ceremony with their families, Sting, Styler, Gwyneth Paltrow, Donatella Versace and a few other pals in tow. they announced their divorce in October 2008. One insider told PEOPLE that their problems grew more severe around 2007 — and that Madonna's alleged emotional affair with baseball player Alex Rodriguez didn't help matters. Madonna and Ritchie would later have a bitter custody war over their son Rocco that last from December 2015 until June 2016.