1. Kendra Wilkinson
Before she entered the Playboy mansion and started dating Hugh Hefner, Kendra Wilkinson was just another stripper, earning up to $500,000 in just six months during the busiest times. Of course, that does not include the free gifts and clothes men would have spoiled her with. Nonetheless, the stripping career would eventually lead her to Hefner’s arms where she would stay for five years before getting married and starting a family of her own. Kendra is making her main income through reality shows these days.
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