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Holly Hester on David Letterman: 'I Was Madly in Love' ()
Holly Hester was having sex with David Letterman while she attending NYU. The homely looking former assistant says she slept with David Letterman for a year and she was "madly in love."

Holly Hester and Laurie Diamond: David Letterman's Other Women? ()
Holly Hester and Laurie Diamond are two other women that David Letterman had sex with?! Laurie Diamond was another personal assistant of Dave's and he had a fondness for her.

Stephanie Birkitt: Not David Letterman's Only Sidedish ()
Stephanie Birkitt affair with David Letterman, was not the only female staff member who had sex with David Letterman. Dave apparently was a ladies man at work!

Bio

Holly Hester is another mildly attractive former assistant and sex partner of David Letterman's. Holly is a producer, writer and director who has worked on highly popular shows including sitcoms Married With Children and Ellen.

Hester was attending NYU while she was dating David Letterman. She says that she was "madly in love with him" and "would have married him.

She's brave! He has a wife and he sleeps around, why even sing his praises?

David Letterman made the first move by asking her to go to the movies with him. They then began a secret one-year relationship.