Jessica Simpson
Jessica Simpson can thank cheerleading for her "cool-girl" energy. She attended Richardson North Junior High School in Texas and was a star on the court for only two years. She dropped out at the age of 15 to pursue singing and even landed a job as a Dallas Cowboys cheerleader.
Alicia Silverstone
As if this Clueless icon wasn't on her cheer team. Of course she was! She was a base stunter for the San Mateo High School Bearcats. Later, she'd portray one of the most famous It girls in modern-day history, Cher Horowitz.