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Hailey Glassman
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    During one winter break, she lost 20 pounds — which she attributed to a ‘coke diet.’ (And she didn’t mean Coca Cola, either.)
    She’ll dance on tables.
    She auditioned for a Real World season.
    Arrested for marijuana possession in 2005, the case was quickly thrown out.
    She received a $180 K engagement ring and a St. Tropez vacation courtesy of Jon — despite denying any hint of engagement.
    Daddy must be real proud.
    She auditioned for a Bad Girls Club season.
    Her former lover’s Radar Online interview had a none-too-subtle warning for Jon: ‘You’re wasting your time with Hailey — she’ll destroy you.’
    Given what he bought her as opposed to his wife, she helped her sugar daddy get over his separation from the Mrs. rather fast.

Credit: Cool It All Right?

    In 2018, Out of 13 Votes: 46.15% Annoying
    In 2017, Out of 12 Votes: 58.33% Annoying
    In 2016, Out of 8 Votes: 50.0% Annoying
    In 2015, Out of 12 Votes: 33.33% Annoying
    In 2014, Out of 25 Votes: 44.00% Annoying
    In 2013, Out of 77 Votes: 61.04% Annoying
    In 2012, Out of 23 Votes: 73.91% Annoying
    In 2011, Out of 30 Votes: 66.67% Annoying
    In 2010, Out of 106 Votes: 67.92% Annoying
    In 2009, Out of 949 Votes: 74.18% Annoying
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