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  • Caroline Giuliani/Hanover on Random Scandalous Daughters of Politicians

    (#1) Caroline Giuliani/Hanover

    Starting off the list is daughter of Rudy Giuliani, Caroline.

    Caroline Giuliani has been known to have her, um, daddy issues for quite a while now. She lost touch with her father, former Mayor Rudy Giuliani, when he stopped coming to her graduations, special events, and showing up for things in her "life." She usually goes by Caroline Hanover just because of how much she doesn't consider him her father, but when she got arrested for shoplifting, she was quick to use her other, more world famous surname.

    In 2010, at age 20, Caroline Giuliani was busted for taking $150 worth of beauty products in her jacket by the Sephora camera at the Upper East Side of Manhattan in New York. The cops arrested the current president's lawyer’s daughter, where they asked her to "han-over" the make-up and accessories and to kindly follow them to jail.

    BONUS: For those fashion hounds out there, and for those whose girlfriends make them watch Bravo shows every week night, what did Caroline actually take from Sephora? A variety of beauty products including Dior skin primer, Bliss moisturizer, and even a hairnet (because hey, you never know when you'll end up in jail having to serve sloppy Joes to unibrowed women the size of comic book villains' henchmen).

  • Chelsea Clinton on Random Scandalous Daughters of Politicians

    (#9) Chelsea Clinton

    • 43
    While former president Bill Clinton and his wife Hillary struggle to make ends meet with paying down their three house mortgages, their daughter Chelsea is out showing the entire world how much she loves her fat salary. From her 5000 square-foot apartment overlooking Madison Square Park and fully equipped with oak floors and Italian marble bathrooms to her $3.3 million dollar wedding, this girl has got it made.
  • Patti Davis on Random Scandalous Daughters of Politicians

    (#2) Patti Davis

    • 70

    Patti Davis is the daughter of the late President Ronald Reagan and is the only first daughter to have ever posed for Playboy.

    Davis was, at some point, romantically involved with a member of classic rock band The Eagles during the 70s, when they were cool. During that time, and at some point in the early 80s, she also got guest-star spots on shows such as "Fantasy Island," "The Love Boat," and "ChiPs."

    She, unlike her father, has really liberal viewpoints and never got along with her staunchly religious and Republican family until they started dealing with Reagan's Alzheimer's.

    She was famously known as the black sheep of the family during Reagan's run as president and did everything in her power to rebel against her parents; most notably posing naked for Playboy and letting some guy hold her breasts for the president to see on every news stand in America.

    BONUS: check out who they're interviewing in her Playboy issue!

  • Ann Banaszewski on Random Scandalous Daughters of Politicians

    (#15) Ann Banaszewski

    U.S. Supreme Court Justice Antonin Scalia's daughter, Ann Banaszewski (who kind of looks like the crazy Manson-like woman in The Frighteners; but more unfortunately looks like her father), was arrested and charged with driving under the influence of alcohol and child endangerment.

    Banaszewski drove away from a fast-food restaurant in Illinois with three children in her van (which is most likely what led her to drink – have you ever tried to ask three kids what they want to eat?), when police stopped her after receiving a call at the police station, reporting her intoxicated driverness (which yes, is a word... now).

    Police did not release Banaszewski's blood alcohol level, nor did they comment on whether she had a prior DUI record.
  • Gayle Rosten on Random Scandalous Daughters of Politicians

    (#12) Gayle Rosten

    Daughter of former House Ways and Means Committee, aka the most important committee in the WORLD (???), chairman Dan Rostenkowski, Gayle Rosten was charged with possession of 29 grams of cocaine with the intent to deliver in June of 1990.

    Rosten plead guilty and received 3 years of probation, 20 hours of public service, paid a fine of $2800 and forfeited the car in which the cocaine was found.

    Three years later, Rosten was caught with a gram of cocaine in her possession. Due to the violation of her probation, Rosten could have faced up to three years in prison, but the charge was dismissed by one judge, then reinstated after Rosten was indicted by a county grand jury, where her famous papa couldn't help her.

    In April 1994, Cook County Circuit Judge Michael Toomin ruled that the search of Rosten had been illegal. The Judge ruled that the packets of cocaine were admissible evidence against the two passengers that supposedly "dropped" the packets in Rosten's car, and she ended up being fine... for possessing COCAINE. Yeah.
  • Sara Kenney on Random Scandalous Daughters of Politicians

    (#11) Sara Kenney

    Sara Kenney (who we want to believe looks like the woman pictured above), daughter of New York Lt. Governor Mary Donohue, was stopped by the police for speeding. Not so bad, right? Right... until they also spotted bud in her car, just, you know, lying around.

    Kenny was then charged for speeding as well as possession of less than 25 grams, which is apparently a criminal offense, possibly for being a "cheapskate."

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