Random Most Egregious Male Gold Diggers (13 items)

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  (#7) Kevin Federline

  • 40

  Kevin Federline has been a back-up dancer, rapper, model, and reality star over the course of his career. One of his most famous titles, however, is that of pop star Britney Spears's former lover.

  After splitting with longtime beau Justin Timberlake, Spears's decision to start a relationship with Federline was a game changer in the pop star's wildly successful career. While their marriage and divorce––all of which took place over two years––might have been Spears's mental tipping point, Federline emerged from their split unscathed and with custody of their two children. He also received $20,000 a month in child support and a spot on the new Australian reality show, Excess Baggage.
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  (#3) Raffaello Follieri

  • 41

  The handsome Italian real estate developer Raffaello Follieri was revealed to be an embezzler who misappropriated a $50 million investment from billionaire Ronald Burke, as well as the Roman Catholic Church, in 2008. Before the scandal broke, Follieri was well-known for being the then-boyfriend of famed acress Anne Hathaway. 
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  (#11) Claus von Bülow

  • 92

  German socialite Claus von Bülow was entangled in a messy murder investigation after his wife, Sunny Crawford––an heiress with a $75 million net worth––was found unconscious in their home. Von Bülow was accused of first degree murder, with the probable intent of seeking Crawford's fortune; however, after five years in prison, two appeals, and several lawsuits, von Bülow was acquitted once he renounced Crawford's wealth.
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  (#8) Rossano Rubicondi

  • 46

  In 2008, Olympic athlete-turned-hotel millionaire Ivana Trump married Rossano Rubicondi, an aspiring celebrity 24 years her junior. Although the pair spent $3 million on a wedding, insiders claimed their brief marriage was only a publicity stunt from its inception.

  Rubicondi, who some believed to be fame-obsessed, had an agreement with Trump to use the marriage to kick-start his career, and it did––shortly after the wedding, Rubicondi was asked to be on an Italian reality show. According to inside sources, Rubicondi was esctatic: 

  "All he's ever wanted to be is famous and sleep with a ton of women, and he got all that from the reality show. He's huge in Italy right now. He's bragging to anyone who'll listen about all the hot girls that want him. He hasn't spent a night alone in ages."
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  (#9) Russell Brand

  • 43

  Comedian, actor, and writer Russell Brand has been an international star since the mid-2010s, although one of his most substantial claims to fame may be his marriage to singer Katy Perry. The couple, who divorced in 2011, claimed they experienced love at first sight when Perry filmed a cameo for Brand's comedy, Get Him to the Greek, in 2009. A subsequent flirty exchange at the 2009 Video Music Awards ensued, and the pair was soon married, although they would separate after only 14 months.

  After serving Perry with divorce papers on December 30, 2011, Brand stated that he would "always adore her," and that they would "always remain friends." Since the couple didn't sign a prenup, Brand received half of Perry's $44 million income.
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  (#2) Alfonso Diez

  The Duchess of Alba made international headlines in October, 2011, when she married Alfonso Diez, a civil servant 24 years her junior, at the age of eighty-five. The Duchess, who has an estimated net worth ranging from $800 million to $4.7 billion, has repeatedly claimed that she was "alone in [the] project [of her marriage]," and that their marriage was out of love, despite what her six children might contend. The quirky, twice-widowed Duchess even signed over much of her estate to her children prior to the marriage, while Diez renounced any claim to the Alba estate.

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