First Time Anal

Discussion in 'The Howard Stern Show' started by wife is a whore, Oct 12, 2014.

  1. wife is a whore

    wife is a whore Stripped of POTY for butthurting staff VIP

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    So the saying goes "You always remember your first" and that aint no lie. My first time penetrating an anus was a glorious affair. Between the firm size 1 buttocks was an exquisite, shaved 19 year old anus. Though the urge to lick it was strong, I held back, as to not creep the living shit out of the broad attached to it.

    I drizzled some lube on it and started to rub it with my finger. I didn't know what to expect as I started to press my thick finger into it. She winced a little, but not as much as when I fingered her virgin snatch a few months before. She started rocking back, trying to accept more of my finger in her dirty place. Once she became comfortable with 2 knuckles deep in there, I went for a second finger. That was very tight and I was timid about finger banging the farthole too vigorously. She didn't seem to enjoy it too much and said, "Just put your dick in me." Who was I to say "no"?

    I rubbered up and lubed up, and just stuck my head right on her pucker. "Rock back on it and take it at your own pace," I told her. She started leaning back on it little by little. When I felt I was making some progress I leaned down to her and quietly said, "Pus like yer taking a shit, so it opens up." Moments later my head was past the second muscle of the O-ring and I had achieved Buttsecks.

    After that was some slow stroking, w/ her still setting the pace. Once she was all stretched out, a lil energetic fucking of the cornhole ensued. We stopped for more lube once, she eventually tapped out a few minutes later. She started to apologize for not being able to take me to a finish, but being the kind and caring lover I am I cut her off to tell her how much I appreciated the gift of balloon knot she gave me. Then we laid quietly together as she jacked me to a finish.

    During the following years we practiced from time to time and got much better at the mud flume lovin. Toys and tongues make things both easier and more fun.

    From time to time I have had chicks ask me what it feels like, so I'll explain.

    #1, having your cock enveloped in buttcheeks and having them bouncing up into your groin is amazing.

    # 2, if you want to realize what a pecker feels in a poopshoot, this it the closest example I can give to a broad:
    -take a fat elastic ponytail holder and wrap it 2x around your ponytail.
    -now put your index finger into the ponytail, so it rests on the ponytail holder, in the middle of your hair.
    -pop your finger through the elastic ponytail holder.
    that is it, so smooth and tight. The double wrap of the holder really shows off the 2 muscles of the anus.


    Now please readers share your tails of First Anal Encounters, either giving or getting, but no homo, please. And as always, remember to Vote for me for Poster Of The Year. If I don't win, Dawg aint gonna know what to do with the trophy he got with me in mind.

    [​IMG]
     
  2. chuk

    chuk Well-Known Member

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    Making a strong push for POTY I see. Kissing babies, shaking hands, anal stories.
     
  3. Mazley

    Mazley Black Knight Banned User

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  4. GaryPuppet

    GaryPuppet Well-Known Member

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  5. Shithead

    Shithead Well-Known Member

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    Tell us more, more detailed this time
     
  6. chuk

    chuk Well-Known Member

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    Any mud on the helmet the first time? Sounds like she wasn't properly prepped.
     
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  7. wife is a whore

    wife is a whore Stripped of POTY for butthurting staff VIP

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    I just got back from Box Trolls and my kids is watching Sam & Cat for a bit before I have to drive him back to his mom, so I couldn't do the planned paragraph describing grunts, moans and grimaces.

    I think I've done my Best Anal Experience on here but maybe I can write it out again later. I never seen or heard a chick cum so hard in my life.
     
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  8. wife is a whore

    wife is a whore Stripped of POTY for butthurting staff VIP

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    I never got mud on the helmet. Once with a coke whore there was residue on the condom. All the baby laxative in her coke must have had her poopin like it was going out of style before I got there.

    One time I put a finger in and felt a lil friend. I told the chick, she went and pooped, but was took bugged out about it to fuck in either hole. I got a bj a lil while later.
     
  9. chuk

    chuk Well-Known Member

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    Nice. This should help with the undecideds.
     
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  10. Dick Nipaolo

    Dick Nipaolo Inconsequential human

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  11. Alisonsbankacct

    Alisonsbankacct Out to lunch.

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    You were with a trooper. If at 19 I had heard the words "push like you're taking a shit" I might have had to call a counselor.
     
  12. wife is a whore

    wife is a whore Stripped of POTY for butthurting staff VIP

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    @Jayla
     
  13. Jayla

    Jayla Ou ai-je l'esprit? Gold

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    Um. No.:nono:
     
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  14. Alisonsbankacct

    Alisonsbankacct Out to lunch.

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    :giggle:
     
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  15. GaryPuppet

    GaryPuppet Well-Known Member

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    At what age did you first take it in the pooper?
     
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  16. Alisonsbankacct

    Alisonsbankacct Out to lunch.

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    I'm saving myself for you, the legend.
     
  17. chuk

    chuk Well-Known Member

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    [​IMG]
     
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  18. GaryPuppet

    GaryPuppet Well-Known Member

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    That's hot.

    [​IMG]
     
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  19. Jayla

    Jayla Ou ai-je l'esprit? Gold

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    :giggle: Chuk, yer so funny sometimes.
     
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  20. Richard Tucker

    Richard Tucker Well-Known Member

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    I did it with my girlfriend when I was 14. She was 16. Took two days to persuade her. When I was finished she apologized for making a big deal out of it. She also pooped on my leg a little bit.
     
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