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 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 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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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