Pamela Anderson
Popping up on a JumboTron at a 1989 football game wearing a Labatt beer tee jumpstarted Pamela Anderson's career. The brewing company tracked her down to put her in commercials and Playboy came calling shortly after with a cover offer. (She has graced the front a record 12 times.) She also met her first famous boy toy, Scott Baio, at Hef's mansion. After playing Tim Allen's Home Improvement Tool Time girl from 1990-93, she donned a red swimsuit for Baywatch and ran in slow-motion straight onto the A-list. She inspired an animated Stan Lee-created show Stripperella (2003) and published a
