Madonna & Guy Ritchie – $92 Million
November 1998 is when Madonna met director Guy Ritchie, just two years later and he became her second husband. Furthermore, they marred at Skibo Castle in Scotland and later that year, they welcomed their son, Rocco. By 2006, they even adopted a Malawian baby boy, David. However by 2008, Madonna filed for divorce and the marriage was dissolved by decree nisi. Moreover they reached a compromise agreement for Rocco and David.

Madonna and Guy Ritchie – 92 Million