What was Best Single Sexual Experience You've Ever Had?

Discussion in 'The Howard Stern Show' started by peterfonda, Apr 21, 2013.

  1. peterfonda

    peterfonda Well-Known Member

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    A few weeks ago I started a thread about the biggest disappointment you'd ever had in bed.

    Now lets talk about the opposite.

    What is the single hottest experience you've ever had in bed? I'm not talking about a chick or a guy you banged for weeks or months - only the single hottest, wettest, most memorable sexual experience you ever had.

    I'll start.

    Let me start off by saying two things: (1) I love big breasts and (2) I have a thing for older women. And I swear that the following is true, every part of it.

    Back in 2000, when I was 34, I was working at a firm in downtown Manhattan. There was a secretary at the firm named Mary for whom I had the major hots. She was a slightly older Latina, divorced with grown kids out of the house busty as hell, tight ass and flirty and showy. She had pictures of herself on her desk wearing strapless gowns showing a lot of cleavage. I used to whack off thinking about those tits.

    One time, she sent me an e-mail about some case she was working on. I responded and made a suggestion with a sly double entendre. She returned the e-mail with an LOL, so I was encouraged. Over the next few weeks, we e-mailed back and forth with double entendres (for example, I once e-mailed her that I was so tired that day, I wanted to take a nap under my desk like George Constanza did in that "Seinfeld" episode; she e-mailed me back asking whether there was room for two there; I e-mailed back that if she was under there with me, I'd be even more tired out than I was before I got under there. She answered OMG, LOL. And so on.) She told me that she was 49 and was a 38D.

    One day, I was working in my office on a really hot Sunday and on the way home, the a/c in my car broke dropped dead. I emailed her from my phone complaining about how hot it was. She e-mailed back that she was home with her a/c on high and that I could stop by for a cold drink if I wanted to. I told her I'd accept the invite. I drove to her apartment in Brooklyn (way out of my way). She answered the door in a robe with a cold glass of water. I went in and she told me to take off my sweaty shirt. I did and she went into the kitchen for something. I decided to go for it and kept right on undressing. When she came back, I was in my boxers at half-mast. She gasped "Oh my God" and I said "Sorry, but all my clothes are sweaty." She walked over to me and we embraced and started kissing.

    Long story short: I fucked her in every position that day in her bedroom. She must have been half-expecting me to make a move because she had scented candles burning there even though it was about 1 pm. It was the closes I've ever been to heaven. She was totally shaved, her tits were big and firm and man, she could fuck like a machine. No 19 year old could have been better.

    We fucked a few more times after that but never quite recaptured the magic of that first time. She stopped seeing me when she met some guy at a club closer to her age, and they ended up getting married. I got married two years later. She's 61 now and I still see her from time to time in Brooklyn. She still looks great, if a little wrinkled. She still gets my dick hard whenever I think of her.

    Your turn.
     
  2. GaryPuppet

    GaryPuppet Well-Known Member

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    Im hard right now from reading that.
     
  3. psyllium husk

    psyllium husk New Member

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    when I was 20 . i met this girl at the library .. we talked about random stuff .. and i found her interesting . i told her to meet back (if she wanted to) in a few days .. well i went back and she was there.. we chatted again ... i asked her if she had plans the rest of the day .. we went out for dinner .. she took me back to her parents house .. she was 19 .. her parents were gone on vacation . i fucked her 2 times that night .. in the morning she told me to leave and that was that ..

    to this day i have no clue how someone like this : [​IMG] could tell a guy to leave
     
  4. R.P. McMurphy

    R.P. McMurphy Well-Known Member

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    ...its really hard to say which one was the hottest. where i grew up, what we were doing, the times, the coke, the qualudes, it was like caligula all the time. std's and the aids scare didnt start untill 1983 (aids) that was a buzz kill.
     
  5. peterfonda

    peterfonda Well-Known Member

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    So am I. It was unforgettable. It was like it happened yesterday. Once in a lifetime thing, I guess.
     
  6. Anyonenow

    Anyonenow Well-Known Member

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    2000 Smartphone able to send email ...
    Were you
    [​IMG]
     
  7. TehLivingDeath

    TehLivingDeath New Member Banned User

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    Niiiiiice. I'm going to steal your story, and pass it off as my own.
     
  8. R.P. McMurphy

    R.P. McMurphy Well-Known Member

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    ...:dontknow:


    [video=youtube;jHS8LAqHyHs]http://www.youtube.com/watch?v=jHS8LAqHyHs[/video]
     
  9. Snotty

    Snotty My Snothand be strong!!! VIP Gold

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    I've been very lucky sexually....But there is a kiss that sticks out in my mind....I fell in love with her over it......Jenny F. And I'll always love her....
     
  10. Turtle Man

    Turtle Man Hello Darling Gold

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    right outta of a porno
     
  11. slats7

    slats7 Well-Known Member

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    jerking off to one of those fake Penthouse Forum letters when I was 16
     
  12. Turtle Man

    Turtle Man Hello Darling Gold

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    lol sex is great but you cant beat the real thing :jerk:
     
  13. peterfonda

    peterfonda Well-Known Member

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    I had a Blackberry. It could send email. I sent it to her AOL email address.
     
  14. psyllium husk

    psyllium husk New Member

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    [​IMG]
     
  15. peterfonda

    peterfonda Well-Known Member

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    It sounds like a porno, I know. That's why it stands out in my mind as the best sexual experience I ever had and probably ever will have. It was like a miracle.
     
  16. R.P. McMurphy

    R.P. McMurphy Well-Known Member

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    ...eric would do her.
     
  17. newcastlefan

    newcastlefan גֵּרְשֹׁם VIP

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    the best? probably that time with slippy when she was in the black rubber outfit hanging from the light fixture




    oh wait that hasn't happened yet, well not yet with me anyways ;)
     
  18. peterfonda

    peterfonda Well-Known Member

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    I had a kiss like that, with a girl I was seeing in college. I was 20, she was 19. It was the fastest hard on I ever got. But we never had sex.
     
  19. newcastlefan

    newcastlefan גֵּרְשֹׁם VIP

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    btw, the worst experience i ever had was when that girl in your photo propositioned me while i was on an ambulance call in NJ. The other guys on the call couldn't decide if i dodged a bullet or was stupid for not going with her. I stand by my decision to run as fast as I could (i had the police dispatcher test the Plectron so we had to leave for another call).
     
  20. Turtle Man

    Turtle Man Hello Darling Gold

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    some of these older latinas are off the charts sexy..they have the kids early..then get the bodies hot..lipo etc