Much like he did with Stephanie Birkitt, David Letterman also used Holly Hester in sketches on his old "Late Night with David Letterman." 
Here's a bit Dave did with Hester, who claims to have had a relationship with Letterman, all the way back in 1988. In this scene, Hester went by the name Phoebe.
1. !!!!!!!!!!!!!!!!!!!!!!!!!
Posted at 12:54AM on Oct 19th 2009 by Simone
2. Dave is a piece of s**t!!!!!!!!!! Eeeeeeeeeeeeewwwwwwwwwww!!!!!!!
Kiss his old mouth, eeeeeeeeeeeeeewwwwwwwwwwwwwwwwwww!!!!!!!!!!!!!
Posted at 12:57AM on Oct 19th 2009 by Simone
3. Kissing David is better than kissing Wacko. I'm so tired of Wacko stories. I'm gay but not that gay.
Posted at 1:04AM on Oct 19th 2009 by 'nuf of Wacko stories please
4. David Letterman is an fugly old man. And his interns are homely whores
Posted at 1:06AM on Oct 19th 2009 by Paparazzo@frog.cc
5. Simone, if you are completely unemployable maybe you oughta send your photo to Mr David Letterman c/o Worldwide Pants. You never know, nothing ventured, nothing gained.
Posted at 1:12AM on Oct 19th 2009 by Alan
6. TMZ should find the tapes of Dave in one his dumb on-air bits, telling Stephanie and other women staffers to call him "daddy". It's within the last year or so.
I thought it was creepy at the time...now I know why.
Posted at 1:31AM on Oct 19th 2009 by dadadave
7. Is it just me, or do they all (including his wife) bear the same resemblance?
Posted at 1:40AM on Oct 19th 2009 by Rachel
8. So what?
Posted at 1:58AM on Oct 19th 2009 by G
9. and here all this time i felt sorry for dave, i thought he wasn't getting any action.
Posted at 3:28AM on Oct 19th 2009 by kitty
10. Rachel, you're so right. They all do look alike.
Posted at 6:20AM on Oct 19th 2009 by Stephanie
11. Look, if dave was hittin the "will it float" girls, I could understand. But these women are fugly. btw- his show hasn't been worth watching for AT LEAST 7 years.
Posted at 6:29AM on Oct 19th 2009 by Dave needs his eyesight checked
12. What Letterman did 20 years ago is nobody's business: no-one was hurt.
That was his and their private life.
Halderman attempted to blackmail him and his ex-girlfriends.
Deal with the criminal.
Posted at 6:57AM on Oct 19th 2009 by Grouch
13. LOL! I love the ending! Police running after a giant hot dog!
I find the 1988 version of Dave "kinda" charming. Not particularly handsome, but....arrrg...I know, I know, you can go ahead and make fun of me now.
Posted at 7:35AM on Oct 19th 2009 by IveBeenSingleTooLong
14. Harvey, As an Avid Participant of this site, I thought I would let you know, This Letterman stuff is getting very old.
Posted at 8:16AM on Oct 19th 2009 by homie1kanobe
15. He is so creepy looking; how could anyone want to be with him. Ugh.
Posted at 9:01AM on Oct 19th 2009 by Joanne
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