Holly Hester the Boss

Holly Hester the Boss

Holly Hester enjoys one of David Letterman's trademark cigars and sits at his desk. These two supposedly dated for a year way back when.
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Holly Hester Pic

Holly Hester Pic

Holly Hester is David Letterman's girlfriend. Or was, like 20 years ago. She is the second woman who alleges Dave slept with her while working for him.
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Holly Hester Image

Holly Hester Image

Holly Hester is seen here in an older photo back when she supposedly dated David Letterman. You gotta love the guy and his intern flings.
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The Other Intern

The Other Intern

Holly Hester was David Letterman's first inter-office fling. Sorry, Stephanie Birkitt. She beat you to it.
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Holly Hester Biography

The Other Intern
Holly Hester was David Letterman's girlfriend for awhile in the 1990s. Holly Hester is one of two women (along with Stephanie Birkitt)... More »
Full Name
Holly Hester