After losing out to Christina Aguilera and Britney Spears for a place on The Mickey Mouse Club, Jessica Simpson kept auditioning and earned her own place in the '90s as a leading pop songstress. The five-foot-three-inch dynamo was a hit artist by the age of seventeen, which meant we only had to wait one year before pulling our puds to the sexy shots we've pulled from her many MTV appearances—not to mention an amazing outfit she sported for The Tonight Show. Sadly, Jessica's held on to her chaste image, while Christina and Britney are slutting it up. She also dropped many a quotable quip on her MTV reality series Newlyweds: Nick & Jessica, where her oblivious statements were as memorable as her bikini footage. Her marriage may have ended, but the bikini clips have multiplied—don't miss Jessica's hazardously hooterific bathing-suit shots from her "These Boots Are Made for Walking" video (2005) and The Dukes of Hazzard (2005).
Punk'd - as Herself
The Tonight Show (2009) - as Herself