Donald Trump's daughter by his ex-wife Ivana, Ivanka had a predictably cushy childhood. She first made a splash on the scene during her teen years, when she pursued a modeling career and appeared on the cover of Seventeen. She attended her dad's alma mater Wharton and earned a burst of publicity as a junior when she appeared in Jamie Johnson's Born Rich. These days Ivanka serves as "vice president of real estate development" at the Trump Organization. Much like her father, though, Ivanka has bigger plans. In 2007, she jumped into the jewelry biz, opened a retail boutique on Madison Avenue, and created a shoe line. She also shares her dad's taste for the spotlight, as she stars as a judge on daddy's The Apprentice.
Ivanka has been linked to Lance Armstrong and Topher Grace. In 2007 she found love with Observer owner-and fellow real estate scion Jared Kushner. The couple split in early 2008, reportedly because Kushner's mother objected to his expedition into non-Jewish waters. She later decided to convert to Judaism and the couple married in 2009 and had their first child in 2011. [Image via Getty]