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Letterman Went On "Secret Dates" With Former Intern!

Filed under: David Letterman

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Yeah, we are completely convinced David Letterman is a total horndog!

Seems that Letterman hired a personal intern, NYU student Holly Hester, in the early '90's and took her out on multiple dates!!!

While the Late Show was on hiatus, Letterman arranged a number of "secret dates" with Hester, which caused the young NYU student to fall "madly in love" with the late night talk show host.

Ick ick ick.

Who will be the next woman to speak out????

[Image via AP Images.]

62 comments to “Letterman Went On "Secret Dates" With Former Intern!”



  1. 1

    i wanna see her first, then il beleive it



  2. 2

    This sort of stuff is not important. Please research The Bohemian Grove, Aaron Russo. Did you know that there were 7 Presidents before George Washington? Yes 7 - and 4 were part black!!! George Washington was the 1st freemason(evil cult please research).
    PEACE BE LIGHT



  3. 3

    Well, he DID take her on multiple dates! Not just a one night stand. He can't help how wonderful he is.



  4. 4

    We need pics of this intern, please!



  5. 5

    Who gives a rat's ass? It's his private business. He's not a politician or evangelist, who's reputation is built on his moral standing.

    Give it up Perez! You're probably just pissed that because you can't get on his show!



  6. 6

    This is so stupid…I'm so sick of hearing about everyone speculating about these relationships. This is from the early nineties! It's between him and the woman until a woman he had an affair with claims harrassment and then the court becomes involved. You don't think this kind of crap happens all the time?

  7. Gusto says – reply to this


    7

    So what??? he went out with staff..that happens everywhere!! I'd go out with him!!! Funny, strong, smart, powerful and rich…..PERFECT!!!!!



  8. 8

    Re: uncle eldon – exactly =]



  9. 9

    Why do u continue to post about this??? He admitted all of this on his show, quit making a big deal of it.



  10. 10

    I am thinking Dave's wife is well aware of who he is and what to expect. She has earned every penny.



  11. 11

    Agreed. Nobody fucking cares.



  12. 12

    SERIOUSLY PEOPLE,
    who gives a shit about what this man did with his personal time, if he can pull off sleeping with a bunch of hungry ass hoes who will try and sleep there way to the top then more power to him…WHY are you even talking about him ???? YOU should be talking shit about the WOMAN,
    after all what the fuck are these young ass girls doing sleeping with an old man ?..Im sorry but when a young woman decides to sleep with a wayyyyyyy older man, I think she's the one who's face should be plastered all over the news…
    I think it's sick that people can try to ruin someone like this over money….
    but TRY is the key word here!!.
    No-one really cares about this because everyone else is doing the same shit so Perez you and all of those hungry ass peeps that get off on trying to find bad stuff on other people to make YOUR career even better , just remember …
    IT'S JUST A MATTER OF TIME UNTILL YOU HAVE THE SAME THING HAPPEN TO YOU, and just like David L. you too will be walking around like a dog with your tail tucked between your legs..!!!!!



  13. 13

    So what's the fucking big deal? I say good for him! And good for her too! The guy makes 30 million a year. I'd say he knows how to show a girl a pretty damn good time…



  14. 14

    Team David.



  15. 15

    I wonder if Letterman tapped Beth Ostrosky's ass while she was an intern?



  16. 16

    Re: this to reply – REALLY?? Howard Stern's wife was an intern for David Letterman? Has Howard made any mention of Dave's dalliances yet?



  17. 17

    I don't care!



  18. 18

    He should be fired. Anywhere else in business enterprise, he would be canned. If it happened at a place on Wall Street, These are women who worked directly for the perv — college interns. He was in a position of power over them and he exploited them. Obamamama-media would be calling for the man to be tarred and feathered.



  19. 19

    My God, who cares?
    Dave was not married.



  20. 20

    I lost all respect for him. I'll still watch his show if there's an interesting guest, but right I'm thinking that Dave is not only a huge hypocrite (how many times has he teased celebs for cheating?) but much weaker and dumber.



  21. 21

    What's so "ick, ick, ick" about it?? Nothing!



  22. 22

    Why does anyone care what two consenting adults do? This is not any big deal, it happens all the time.

    It's none of our business.



  23. 23

    WHO CARES WHO HE DATED IN THE 90s? How is it ick that he DATED someone that worked with him? Sounds like you may be jelaous! Sounds like he had fun and then got married, end of story, and a very COMMON story at that.



  24. 24

    I hope this doesn't do anything to his ratings… he's the best!!



  25. 25

    You, americans, you're really curious, Talk about yours troubles on live, no TV "host" could do that in France….



  26. 26

    David Letterman went on dates 20 years ago? Why couldn't he go on dates 20 years ago? He was single. I really do not understand this scandal at all.



  27. 27

    O.K. I am convinced that Perez wishes it were he who had been out on those dates with Dave . . . As someone else already said, who cares? That's why I think Lady Gaga is a dyke . . . Perez has at least a couple of postings daily on her.



  28. 28

    I'm trying to figure out who would go out with this dork. They must be desperate!



  29. 29

    I would of went on dates with him in the early 90's too, if he had asked.



  30. 30

    As a woman I must say that I don't give a rats ass who he slept with. I hope he slept with hundreds of women. If he did, good for him. It's the stupid slutty women that are the issue. They like his money and power, because they sure aren't liking his looks. If he was single though and they were both consenting adults then who cares? The only person that should care is his wife. Not any of us.



  31. 31

    Secret dates - to hide it from the work place or to hide it from Regina/gf/wify?

    maybe both?



  32. 32

    omg wtf he went on a date! he should be put in jail and then tarred and feathered! ick ewwwwww nasty hes so terrible. omg are u people stupid!!!!
    who gives a fuck what he does in his own time. he aint no president he aint no rolemodel he s a fucking talk show host. he did this before his current wife. who cares!? fuck



  33. 33

    EVERYTHING on your site that is factual and relevant is STOLEN from T M Z



  34. 34

    Cheer Up Dave!! I always thought you were GAY!! So it kinda works for you….



  35. 35

    Who Cares??? It's just sex! AND he wasn't even married!! Not our business and it certainly doesn't make him a terrible person. I realize he and Regina were supposed to be a couple at that time, but we weren't inside that relationship to know when it might have been "off again" or "on again". Stop being so critical.



  36. 36

    Re: oooo00000lala – Me too! I've had a crush on him for years. Something about a funny man just really gets to me. I've always found him adorable. One thing IS for sure, ratings for his show will be sky-high on Monday!



  37. 37

    everyone who works in television sleeps with their coworkers. geezus … why is it such a crime to have sex with people we are attracted to? its human nature!



  38. 38

    who cares?



  39. 39

    Re: Lurchetta – True!



  40. 40

    These so-called affairs all happened before he was married. yes, he was dating someone, but not married. Trust me, his now wife, who dated him for over 20 years, knew that he was screwing around… women know these things. There are so many more important things to be discussing. give it a rest



  41. 41

    His business….who cares? And you know Perez would totally take advantage of any of his employees, especially if they are hot young guys…..so easy to judge others you ugly troll



  42. 42

    It's not a morality issue here. It's the sexual harassment issue. When a person in a position of power over another engages in anything other than professional conduct, it is demeaning and often illegal. Did absolutely no special treatment occur? Did anyone on the staff not feel slighted during these times? It's not about a marriage or whatever. It's about the law. What he did was unethical and quite possibly illegal. Most victims do not speak up because of this type of rallying to the cause for the stud in question. Hypocrits aren't a turn on in my book.



  43. 43

    What do you mean ICK ICK ICK??

    HE WAS NOT MARRIED!

    OH THE HORRORS….. a single guy who dates and cheats on his girlfriend!



  44. 44

    who cares? i always thought David was gay since he is so condescending to women. I wish Jay Leno had affairs; would make him more interesting. as for Jimmy Fallon, how you doin???? He makes Ryan Secrest butch.

    i hope dave did sleep with Beth Ostrosky; then Howard would divorce her and then get back to being funny again.



  45. 45

    These were adult women willing to screw a guy who had a girlfriend. Now people want to bring up sexual harassment. Give me a break.



  46. 46

    i think it is fucken funnie how this stupid phuck old man can get these kike skanks into the sack. i hope he gave them a good corn holing and showed them some "stupid old man tricks" like the "nasty sanchez"



  47. 47

    GO DAVE YOU STUPID PHUCK GEEZER, SHOW THESE HOES WHAT YOUR LIMP OLD DIK CAN DO



  48. 48

    everyone saying it's not a big deal just cause he wasn't married…yes, he wasn't married, but he was in a DECADES long relationship to a woman he's now married to and has a kid with.
    .
    he's a pig…but i'll admit he's a great persuasive speaker…with the way he told the story on his show, he really managed to twist the facts around to make himself look like a hero instead of scum…he really should become a politician



  49. 49

    What is the big deal about this? Seriously? he dated…wooooh..big whoop!



  50. 50

    I bet I would bang him too! ;-)



  51. 51

    After like 15 yrs later she is STILL WORKING ON THE SHOW!! It seems like he's STILL sleeping with her!!



  52. 52

    This is so pathetic. Gasp, a date a date a kingdom for a date



  53. 53

    yeah…. so? she wasn't underage.. she wasn't a dude. david's an entertainer not a politician who cares what he does??



  54. 54

    Re: uniteinpeace – lol what are you on about? Freemasons aren't an evil cult lol, they're a lodge. I have a mason's pub down the road from me. my father in law is a mason. ridiculous!



  55. 55

    OMFG! SO THE GUY DATED BEFORE HE GOT MARRIED, WHY IS THIS NEWSWORTHY? HE WAS SINGLE AND WANTED TO DATE, BIG FUCKING DEAL. THE MEDIA IS SO FUCKING PETTY AND RETARDED THESE DAYS, ITS SO PATHETIC! GIVE IT THE FUCK UP ALREADY, DAVID LETTERMAN DATED, WOW, WHAT A GREAT NEWS STORY!



  56. 56

    Re: Mercine – FUCK THAT, IT WAS CONSENSUAL AND MUTUAL AND WHO THE FUCK ARE YOU TO SAY HE SHOULD BE FIRED FOR THIS. MOST NORMAL PEOPLE HAVE MORE RESPECT FOR HIM, NOT LESS. OR ARE YOU THE MORAL POLICE AND THINK TWO CONSENTING ADULTS CAN'T HAVE SEX BECAUSE THEY WORK TOGETHER. THAT IS STUPID!



  57. 57

    Re: Mercine – GET THE STICK OUT OF YOUR ASS AND MOVE ON DUMBASS! IT WAS CONSENSUAL SEX BETWEEN ADULTS. GIVE ME A FUCKING BREAK!



  58. 58

    Get Over It People ~ Letterman was a single man at the time and did nothing that every other single man and some married men haven't done. So What, He had sex with women!!! At least it was with women and not men!!!!!!!!!!!



  59. 59

    Team David!! I will always love letterman. feel bad for his wife though..



  60. 60

    damn…who would have thunk it? what a disgusting pig. I have lost all respect for him. GROSS. I hope his wife isn't dumb enough to stay with his old perv ass…she needs to make this into the biggest pay day of her life.



  61. 61

    I've always thought Dave was sexy …..hell, I'd sleep with him and Bill Clinton—both at the same time!!!!!!!!!!!

    Perez–you fucking gay piece of shit…you're jealous



  62. 62

    Let's see Holly. I already know what Steph looks like in fact, when she used to be on his show I always thought he acted kind of smitten with her.