Life of Elliott…

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Diary Excerpts #97~#99… Guest Post

Dear Diary

DIARY… Excerpts #97~#99

97….this time when I went back to Lucy’s house I had thought Julie would be there but Lucy and her welcoming smile was there.
She seemed even more receptive to my love this time as we lightly kiss on lips and hug before heading to the bedroom.
Apparently she had gone for a biopsy before and is heading to hospital on the 14th. Before sex I ask her all about her illness. She said she had to tell the doctor what she did for a living and he has told her to not give blow jobs for at least a month after surgery.
Lucy asked if Julie was okay? I tried not to sound too keen but I had liked julie a lot! I plan on seeing her when Lucy is away.
The sex we have these days is like a newly married couple. The love , the eye contact , the loving caresses , the intense one-ness as I enter her and the feeling of being ‘home’ as I’m fully enveloped by her pussy.

98….the next week I return again because Julie is there. She was really happy to see me. Partly because I was her first paying customer and partly because I had returned which showed I liked her and chose to see her when I knew Lucy wasn’t available.
We become quite close as we fuck with feeling. Emotional embraces and longing looks that led to an almost tearful firm hug as I cum in her. As we lay chatting Julie rests her head on my chest and drapes a leg over me while playing with my hair and chatting.
She looks up to shyly say “I’m here for the next three weeks you know……I hope I can see you again”

99…..I was feeling pretty good about myself and how great the sex was with the 2 older asian ladies so I thought I’d go the next week to see another older asian lady. From the start however it didn’t seem to be going well. Her add had pic’s of a young hot asian but this lady was about 40 , average looking which was okay but, worst of all ,she was bored. The door opens and she looks me up and down then virtually sigh’s and walks inside saying ‘this way’. I put my clothes where she points then lay naked as she gets undressed and flops across my belly so all I could see was her back as she was trying to ‘jiggle’ my cock like a teabag to get me hard. No talk even when I ask her about her day etc.
She gave me nothing to get turned on by so my cock was still soft as she fed it into a condom and began to suck. I must have shown signs of getting hard because she turned over and lay beside me and waved me to get ontop. She shook her head in disgust when my cock wasn’t hard yet but pushed my limp dick inside , lay back and turned her head waiting for me to get it over with.
After going through the motions of sex I was eventually able to get fairly hard by thinking of others I’d fucked.
I’m normally a gentle guy but when she kept telling me to cum just after I’d begun I was a bit angry as I knew as soon as I cum she will toss me out no matter the time. I suggested we do doggy. I thought at least that way I can imagine she’s someone else so I can cum.
She refused! That was a first! I tried to keep going but I couldn’t look at her and cum so she relented and angrily said ” oh alright fuck from behind….but cum quick!”
I began but after a few bored pumps I pulled out and told her as I took off the condom and threw it at her…”you know what…I don’t want this”..and got dressed. She began shouting at me about how I should be hard and cum quicker. She had my money so she would be okay and I apologized though I don’t know why. This is the only time I had an experience like this out of 100 times going so it’s okay.

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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 

4 comments on “Diary Excerpts #97~#99… Guest Post

  1. Marie Rebelle
    April 13, 2020

    Oh my, now that was quite the negative experience there!

    Rebel xox

    Liked by 1 person

  2. Posy Churchgate
    April 13, 2020

    What a shame lady 99 was so unlike the others you had interacted with, she let the ‘side’ down. Once again, thanks for sharing you diaries with so much honesty.

    Liked by 1 person

  3. Lisa Stone
    April 16, 2020

    so what, everything happens

    Liked by 1 person

  4. HisLordship
    April 16, 2020

    Totally engrossed in the interaction. Thank you for sharing your experiences.

    Liked by 1 person

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