Life of Elliott…

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Diary Excerpts #7 & #8… Guest Post

Dear Diary

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7….. Each time I go to a brothel I’m slowly getting braver. My shy personality normally prohibits me from trying new things so just going to into a brothel turns my stomach. I’ve always been a bit of a closet exhibitionist so getting naked in front of strangers isn’t what puts me off , it’s the meeting of new people and having to deal with the mental stress that puts me under. This is my explanation for my poor performance’s so far. A month after the last time I return to ‘Cleos’ to find Tiffany again. Her body is brown and smooth ,quite impressive for a 40+ woman who had 2 children 20yrs ago. She’s round , sort of ‘barrel bodied’ , but has natural tits with a slight sag which made her seem even sexier to me. Like a real woman , not a surgically enhanced beauty. It’s a very real love making with light kisses ,sweet gentle hugging and seemingly mutual desire as we peer into each others eye’s. Her hands are always searching for my cock. Feeling her grip me and stroke me without a condom began getting me hard so she kept going. I think it’s the first time anyone else but me has masturbated me , using my erection. Tiffany quickly slipped the condom on and jumped on top but almost instantly my erection went away. We tried missionary position but without gain. I’m still on my knees , between her spread legs , as she suggests, “what if we just leave the condom off”,
I was hoping she was going to let me fuck her without a condom but of course that wasn’t what she was saying.
Tiff stroked me till I was hard, then kept going! I felt the urge to cum which Tiff seemed to notice so she pointed my cock at her belly. I thought it was dangerously close to her vagina but that didn’t seem to matter as she spread my cum over herself and smiled up at me.
I was in a bit of a daze from then on as we hugged , cleaned up , showered and dressed then said goodbye. Driving home all I could think of was that I’d cum with someone else and not my wife. I hang onto the fact that it’s purely a job for her. Without paying for it I’d never be cheating.

8….. A few weeks later I return to ‘Cleos’ for an almost identical result. The only difference was we didn’t even try to have sex and I stayed down a bit longer on her. I hadn’t booked Tiffany because I’m half wishing that I could pick another girl without hurting Tiff’s feelings.
I’m a bit too sensetive about what the girls feel because they’re used to all sorts of guys coming in. Almost all girls end up calling me a ‘sweetie’. That’s nice but calling me a ‘stud’ would be better.

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Meet Howie…  a 53 year old happily married man living in Queensland, Australia. Unfortunately for Howie, his wife is no longer interested in sex. But, Howie still is, and since he loves his wife, and would never be unfaithful, he seeks relief from sex workers. Howie is not a writer, just an ordinary family man who keeps a diary, well hidden I’m sure, here is a page or two.

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Masturbation Monday

Wicked Wednesday... a place to be wickedly sexy or sexily wicked 

10 comments on “Diary Excerpts #7 & #8… Guest Post

  1. Awakened Gspot
    March 27, 2020

    I really enjoyed reading this story. I felt like I was there in the room watching this unfold. Thank you for sharing.


    • Howie
      April 2, 2020

      Thanks for your comment.
      That was my wish as I wrote these in my diary. I didn’t think anyone would read them when I wrote them but I did it as if they were…. so it’s amazing that people are reading my personal pages from my diary.
      Love Howie❤


  2. Lisa Stone
    March 30, 2020

    hm, interesting story


    • Howie
      April 2, 2020

      Thankyou Lisa👄
      It’s all true I can assure you
      Love Howie❤


  3. Marie Rebelle
    March 30, 2020

    That last line made me smile!

    Rebel xox


  4. SassyCat
    March 31, 2020

    A good read and yes the last line made me smile too.


  5. Julie
    April 1, 2020

    This has been a great series. I too smiled at the last line.


  6. Howie
    April 2, 2020

    See! That’s my lot in life! All the ladies here too think I’m sweet , not hot and sexy! Ha ha , oh well it could be worse I guess.
    Signed Howie the STUD😎


  7. Kayla Lords
    April 10, 2020

    I’ve never been to a brothel, but I can absolutely relate to the nerve-wracking part being meeting/talking to new people.


  8. Howie
    April 10, 2020

    That was the scaryist part for a shy guy like me to kayla.
    Then having to be able to ‘perform’ was impossible untill I’d been so many times and always found the people , escorts included , to be very friendly and caring…..which was a nice suprise.😘


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