Caroline Kennedy and Rose Schlossberg – In their 20s

Caroline Kennedy is the only offspring of the late President John F. Kennedy and his famous wife, Jackie Kennedy-Onassis. Her eldest daughter, Rose Schlossberg, doesn’t fall far from the tree as she looks a bit like Caroline but mostly looks like her grandmother Jackie. However, this is one young woman who doesn’t need to rely on her family fame and bank account as she actually has a university degree from Harvard.