Diary Excerpt #79… Guest Post
Page #79… I’d begun by going to escorts in brothels , then upgrading to going to private girls , but with my family away I dared to invite an escort into my home. My wife was overseas and my daughters were away for the weekend so when my son said he was spending the night with his mates I took the rare chance and texted ‘Tracy’. Her add had said she was curvy and buxom and her listed area was the next suburb over.
Nervously waiting as her car slowly drives up my long driveway. I rush out to meet her because my house is surrounded by trees and gardens so people often don’t see it.
I get to her car door just as she gets out saying , “oh hi ,are you Howard? I wasn’t sure if this was the right house?.”
She wasn’t overly attractive and her ‘curvy’ body was more round than shapely but she did have big boobs and a nice smile. Her age was advertised at 29 which seemed about right. We head inside where she looks around then sits on the couch next to me.
It felt wierd to have a stranger in my home that I was about to have sex with!
Normally the escort takes control and tells a client to undress , lay down , touch me here …etc , so I struggled to find a way to begin.
After a few lame comments about the weather we went quiet again so I lent in to test if she allowed kissing. We kissed lightly as I ran my hands over her boobs , feeling much like being on a date after getting a girl to come home with me.
I start to undo her dress then feel for the clasp of her bra. She began to say ” do you want me to…” but I hadn’t forgotten how so her bra flung off dropping her tits out. She laughed “oh you’ve done that before!” I sucked her nipples and our kissing became more intense when she asked “so are we doing this here?”
I’d done a quick tidy of my bedroom and was hopeing the familiar surroundings would make it easier to get hard with a stranger than it sometimes is.
Tracy cautiously looks around. It seems some guys have video camera’s set up or other wierd stuff.
I undress her as we kiss and get naked. It feels so real and wierd. Here I am with a lady who has the look of someone I might have dated in reality , she’s in my bedroom taking her clothes off and getting into my bed!
I’m all over her large nude body , kissing and licking everywhere , seeming to arouse her if the moans were real?
I’m quite hard so the condom goes on and I slide in easily.
I think Tracy likes my stiffness as she moaned very loudly then apoligized saying “oh sorry , I tend to get loud… I hope you’re neighbors don’t mind?” I then explained how far away they were just before she let go with a loud “oooaaaaahhhh!” hooking her legs behind my bum and pulled me in harder. With her ass off the bed now I shuffled up so I was more upright and began that frantic fucking that either ends in me cumming or having a heart attack! But as I looked up , there on the bedhead were photo’s of my kids and lame fathers day gifts they’d made. In one second the thoughts of them stopped any hope of me cumming.
I slow down and explain while puffing…”sorry I’m not sure I’ll cum”. Tracy took it as a challenge or maybe she was also turned on?
I tried to pull out but she hooked me back in , “just take it slow baby , you can do it”. It was nice and I was still hard but there was no chance of climax now even as I rocked back and forth. Again I tried to blame the condom just to stop the pointless fucking but Tracy took it as a request!
“Hmm…well okay , I rarely do this but just this time…take it off”. I wasn’t sure what to do? I’d had enough…I wasn’t going to cum..but now that she offered to go bare could I really knock her back? It’s a fantasy come true..a date , in my bed , wanting bare sex with an exciting slight chance of being caught. I felt a tingle in my cock. Maybe I can make this work.
But then Tracy adds “I’m not on the pill so you’ll need to pull out before you cum, okay?”!
Just when I was excited again she threw the thought of me getting her pregnant into my head!
I’d already begun pumping away with my bare cock but now I was stressed about timing it right so as not to cum in her!
At the very first beginnings of an urge to cum I pull out and stroke but I was too early. Tracy urged me to quickly try again and I did , but same result. Then she said “it’s okay honey , just try not to but if you do cum in me then it’s okay”,
I risk staying longer the next time but still pull out before ejaculation although this time I finally manage to cum on her tits.
After we caught our breath we began talking but it felt even wierder to ‘chat’ to a naked stranger who layed where my wife sleeps.
Tracy lived close by so we talked about the people we both knew and which shops we both go to. It seemed inevitable that we will meet again so we agreed to say ‘hi’ if we meet when with other people, then we worked on our stories that we could tell of how knew each other.
Her time had finished but we kept chatting. I was beginning to wonder if she was going to stay the night? That would have been okay but the chance of being caught would be much higher. It was a cool night and Tracy tells me how she’s about to go to a friends place.
A couple she knew that have a hot-tub and says that she often goes there late at night. I tease her about the guy being lucky to have 2 girls but she just nods ,” yeah it often turns into a threesome”.
Then she looks at me “you know it’s not far away… they wouldn’t mind…sometimes they’re not there so it’s just me”.
The conversation was getting way too real so I pretend to ignore the invitation, quickly turning to safer topic’s.
20min later I walked her to her car and we kissed again then said bye. That had been a bit too real.
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Meet Howie… a 54 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. E H
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6 comments on “Diary Excerpt #79… Guest Post”
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Life of Elliott... 
It must have been both exciting and nerve-wracking to have an escort in your own bed, and I can understand that things got just a bit too real! As always, thanks for sharing.
~ Marie xox
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Marie I think you understand me better than my wife.
xox
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interesting the challenge you gave her and she . all wells that comes well.
Did you ever see her in any sores or around? i think i would have been thinking about being in the hot tub with her.
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I looked but the more I tried to remember her face the more I became unsure of it. I saw several that I thought could have been her but not enough to say hello…..
I thought about the tub too but I wasn’t brave enough.😇
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at least you tried. Hot tub sex isn’t the best but it is good foreplay.
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And yet it was a mistake to bring her to your home. Better to meet in neutral territory.
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