Holly Hester Pictures: Another David Letterman Affair

Pictures of Holly Hester – the second woman who acknowledged Holly Hester had a sexual relationship with David Letterman in the 1990s – have been obtained.

The photos were obtained when Holly Hester was an intern for David Letterman.

Prior to the Late Show with David Letterman’s CBS debut in August 1993, the host starred on Late Night on NBC (he was replaced by Conan O’Brien).

Here’s Holly Hester pictures with segment producer Frank Gannon (top) and writer Joe Furey (bottom) at Dave’s offices back when he was still at NBC.

His relationship with Holly Hester took place prior to his move to CBS and lasted a year. Holly Hester said she was “madly in love with him” but he broke it off.

He had a relationship with Stephanie Birkitt later in the ’90s.

Letterman confessed that his affairs with staff members (how many, he did not elaborate) recently made him the target of a $2 million extortion plot.

Were they the only two? Or were these affairs just the beginning?