1. Kevin Federline – Britney Spears
Kevin Federline, known as K-Fed, is a world class gold digger indeed. Back in the day Britney Spears was possibly the biggest star in the world. She also was seriously damaged, partying a lot. Federline was one of her backup dancers on tour; he was also working as a pizza delivery guy. He had a child on the way with another woman, but swooped in and mesmerized poor Britney. She even paid for her own engagement ring. He knocked her up, got married to her, and shortly thereafter were divorced. He continues to get around $250,000 a year from Britney which is certainly enough to live a grandiose lifestyle. If he ever needs more money he could just give gold digging lessons, he sure is good enough at it.
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