¿ Dudes of the shed... How old is the oldest broad you've banged?

Discussion in 'The Howard Stern Show' started by GaryPuppet, Feb 5, 2015.

  1. GaryPuppet

    GaryPuppet Well-Known Member

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    And how old were you at the time?

    Was she still nice and moist when you got it in?
     
  2. Big Bad Booey

    Big Bad Booey Well-Known Member

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    How old is your mum?
     
  3. wife is a whore

    wife is a whore Stripped of POTY for butthurting staff VIP

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    Do whores count, or are we talking human womens?
     
  4. GaryPuppet

    GaryPuppet Well-Known Member

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    LOL
     
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  5. GaryPuppet

    GaryPuppet Well-Known Member

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    Any one and every one counts bro!
     
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  6. OV

    OV Rapscallion

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    [​IMG]

    Is there a multiple of "7" for dogs and bitches?
     
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  7. GLguygardner

    GLguygardner WE DA BEST!! VIP Gold

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    GaryPuppet, have you tried backpage.com?;)
     
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  8. GaryPuppet

    GaryPuppet Well-Known Member

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    i have not. Too scared to.

    With my luck it will be a police sting and i will get arrested for trying to get my dick wet.
     
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  9. Richard Tucker

    Richard Tucker Well-Known Member

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    Early/mid 40's and yes. She was pretty hot and had kids a couple years younger than me, which is awesome.

    She also had a husband though. Things got weird when he tried to get me to move into their basement.

    They were/are on the brink of divorce now. I'd totally hook up with her long term if she had money, but she doesn't. How can I leech off a broke bitch?

    So this isn't a complete repost, I was 25.
     
  10. Rockside7

    Rockside7 VIP Extreme Gold

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    She was 50 and I was 53.

    Yes, moist.
     
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  11. PropRmodulation

    PropRmodulation Well-Known Member

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    I was in my late 20's she had to be late 50's. Random bar hookup. I went down on her/fingered her and she came. Started fucking and I could tell she wasn't into it. Stopped, got dressed and left her apartment. Only time something like that ever happened to me.
     
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  12. GLguygardner

    GLguygardner WE DA BEST!! VIP Gold

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    and the oldest was 41 years young hooker in Las Vegas in 2007. She was so nice I almost wanted to marry her. Then the bill for $500:mad:
     
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  13. wife is a whore

    wife is a whore Stripped of POTY for butthurting staff VIP

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    Probably 50's, I was in my 20s. Them Rub N Tug whores look decent in low light, but when you read in the paper about the joints getting busted, they all mid 40s to mid 50s. Who knows about the moist, probably snuck a shotglass of baby oil in her cooch.
     
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  14. GLguygardner

    GLguygardner WE DA BEST!! VIP Gold

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    Lite skinned butta rican/blaek with a bubble booty...oh my goodness...
     
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  15. Hamster

    Hamster Well-Known Member

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    Is that you Artie?
     
  16. Hamster

    Hamster Well-Known Member

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    Well let's see.....as of last night she was 51 and about 4 months. Ugh never thought I'd see the day.
     
  17. GaryPuppet

    GaryPuppet Well-Known Member

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    This thread is already even more awesome than I could have imagined!
     
  18. GLguygardner

    GLguygardner WE DA BEST!! VIP Gold

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    Nah, I'm thinner and darker and heroin free:p
     
  19. Robert Higgins

    Robert Higgins Well-Known Member VIP

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    After a Christmas party for my first job, back in 1986 or 1987 when those things used to get out of hand, I banged a 40+ year old MILF type that I worked with. I was 26 or 27 at the time.

    Hot, hot hot!
     
  20. rockstarhair

    rockstarhair Well-Known Member

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    I was 31 and she was late 40's. Knew her when I was a little kid, which made it awkward and kind of hot. Had a lot of fun that night.
     
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