Madonna | 41

Madonna is one of the pop icons in the music industry that has grown her career since the 1980s. The Like a Virgin singer got pregnant when she was in her late 30s with her partner Carlos Leon. She adopted four children in between, thinking that she would not get pregnant again, but she did at the age of 41 with her husband Guy Ritchie. Though many were not surprised that Madonna got pregnant in her 40s, there were concerns about getting pregnant at this age.

Fortunately, Madonna’s pregnancy was normal and she gave birth to her son Rocco. Though the couple eventually went on their separate ways, the singer did not have any trouble raising her growing family. She put her investments in various real estate properties and businesses so that she doesn’t have to worry about money at all since her music career is still growing strong.