54. Britney Spears With Her Sister Jamie Lynn

Knowing how rich and famous Britney Spears is, it’s no surprise if she spoiled her sister Jamie Lynn growing up. Spears has become a pop icon with world-dominating hits like Baby One More Time in 1999 and a follow-up single Oops! I Did It Again in 2000. She has sold more than 100 million records globally.

Currently, Britney has been staying away from the limelight, living her best life with her two sons and stunning boyfriend, Sam Asghari. In 2002, both sisters starred in the film Crossroads; Britney played the role of Lucy Wagner, while Jamie portrayed the younger version of her sister. Indeed, it was an intelligent move. With the help of this project, Lynn landed numerous acting gigs, including the movie The Goldilocks and the 3 Bears Show and the TV series Zoey 101, where she landed the lead credit.