Diary Excerpt #70… Guest Post
#70 I’d been to so many escorts now that they’d become a series of mixed memories that I could only remember individuals by re-reading the list of highlights I’d written in this diary…..except for the more varied escort.
I’ll never forget the first few ladies but others that stood out were special ladies like ‘kinta’ , the big breasted black african , or my first tranny , or the huge boobed young farm girl who nearly smothered me ,or lucy who was up for anything and talked to my dick like it was her possession. However I’m slightly bored with just another quick in and out with just another young beautiful asian who are really nice but quickly fade into the long line of other escorts. At this point I don’t want to spend my money just to ejaculate when I can do that at home , by myself , for free! I ‘m looking for bucket list experiences that will stay with me as I smile to myself when I’m sitting in my rocking chair with only memories to fill my days.
Looking down the list of escorts I’ve noticed a few times a heavily tattooed goth lady in her mid 30s who’s appearance scared me a little so I’d skipped past her till now. Her ad had photo’s of her with whips , chains , handcuffs ect while wearing black leather corset , high healed boots and a mask but when I looked into her profile more deeply I read that she catered for all level’s of bondage ect but also does girlfriend experience etc.
I’m nervous but book her for 30min and head to sunnybank in brisbane which is about 25min drive. All the time as I drive I’m trying to build up my courage and recall the successful times with escorts so my frightened little dick doesn’t hide away when it’s time to perform.
I’m not a well endowed guy ,pretty average in length , but I think my penis is good looking (if ever a dick can look good) and when really stiff the head swells to a shiny mushroom nob so if all goes well I like to think the ‘ladies’ aren’t too disappointed with me as a client.
Mustering up confidence I knock on the door of a neat small brick home and wait while trying not to catch the eye’s of next doors family as they stop and watch yet another guy visiting for half an hour.
There are man’s work boots outside the door that worried me but I’d heard that some women who live alone sometimes put somethings like that out as a security device so I assume there isn’t a guy in with her already and knock again.
She opens the door in the same outfit I’d seen in her add except for the mask.
We say ‘hi’ then she says “this way” and leads me to her bedroom. Often escorts have a separate room set up as the work bedroom that has the basic bed , chair (for clothes) and bedside table for condoms and lubricant…so it’s a nice added ‘turn on’ for me when it’s obvious it’s the bed she sleeps in everynight. Even better than that though is that I notice a wardrobe full of clothes , men’s ‘stuff’ on one side and her’s on the other and even photo’s of her and her husband getting married. I don’t say anything but just the thought that I was about to have sex with a wife while her husband was hard at work seemed to add to the thrill.
It was a big soft comfy bed that creaked and moved as it swallowed my naked body. She had left with the money so I had time for a few frantic jerks on my soft dick so it wasn’t too embarrassingly small by the time she returned.
When she did she stood by the bed to ask what I wanted to try? I looked at the array of equipment then whimped out and said ” umm maybe just girlfriend this time”. She winked and smiled nicely as she tore the velcro on her corset “okay honey , next time we can try a few things to see what else excites you” , then she looks at my cock , “hmm looks like you’re almost there”.
She unzipped her boots then sat to remove them then her black g string and flopped beside me. For some reason a chubby , big saggy breasted ,pale skinned woman looks more undressed when naked than a tanned , perky fit young lady! ?
I rolled to face her and we kissed deeply with tongues twirling and hands gropeing.
With average looks , mid 30’s and a large full figure she wasn’t a classic beauty by any means but black lipstick , pale face , tattoo’s and confidence in her own sexuality excited me. It was like I’d stepped into a fantasy lifeline that was so different to mine.
In my head I’d become a sleezy tattooed young stud who was about to fuck some guys wife and make her mine simply because she couldn’t resist my cock……that fantasy excited me even though I know I haven’t got tattoo’s and I’m only here because I’m paying.
I figure since she’s into bondage ect I might do a few things I wouldn’t try with other escorts…. as I firmly suck a nipple I tuck both hands around the base of her saggy boob and squeeze , watching for signs of pain on her face it turns redish then a lovely purple shade. Her nipples became even harder. Instead of stopping me she gritted her teeth , hissing as she pushed my face even harder into her big soft tit then painfully gripped my hair , lifting me from one red tit to the other neglected one she offered me. I squeezed them both together so her nipples touched switching from sucking her tongue to slobbering over her tits then back in frantic lust driven hunger.
I was between her outstretched legs , she had one hand interlaced in my hair forcing my face into hers and the other tugging on my cock which had swelled to full size. I tried to keep my hips stable because her hips were thrusting under me as she used my cock to tease her pussy. I could feel her sliding my nob up and down , then in circles , then almost inside as she became wetter.
Halfway through a deep mutual tongue suck she gasped , ” oh my god! I think we’d better get a condom on you before I go too far!”
I stayed in position as she tore open the packet and quickly threaded my dick in then guided the head in and gripped my bum to drive my stiffness inside her very wet vagina.
I lasted longer than I thought I would before cumming but I stayed in the same position. Even though she was really wet and loose it felt great to be inside her so I didn’t want to spoil the mood. I came with a deep thrust of my cock while we kissed firmly.
We were both grinning. I sat up and drew myself out to be shocked that I didn’t have a condom on.
She looked down and smiled explaining “oh that happens sometimes…. are you ok?” I nodd ” I’m sorry”.
“Oh don’t worry it’s not your fault.. if I get too excited I tend to clench my muscles and pull condoms off….though it normally only happens with my boyfriends.”
We have a small chat with the few minutes I have left so I ask about her hubby. She tells me he’s the last of number of boyfriends she’s had. Each one she explains what she does for work early on but ,though most see it as an exciting bonus to begin with ,they end up jealous and possessive. She proudly says they often talk about clients she’s had that day the same as when he talks about his day.
Then she snuggles her naked body into mine and whispers , “he won’t even mind if I’m thinking of you when he fucks me tonight.”
Laughing at my happy excited face as she bounds up to get dressed. She really knew how to tease a guy!
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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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8 comments on “Diary Excerpt #70… Guest Post”
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Life of Elliott... 
Interesting meetings. And well described.
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Howie , you had a winner. Did you ever go back for more fun. sounds like she enjoyed it as much as you did
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Thankyou , I wanted to go back to her soon after but her add disappeared. Maybe she gave up escorting?
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could be
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I hope you went back for more, Howie. Love that she has a relationship where she can talk about her work, and not any jealousy because of it. That’s so special!
~ Marie
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Thanks marie😚. Yes and so exciteing for me😉
I’ve fantasized that I’d be like that boyfriend if I was ever the partner of an escort I’d loved. Especially after knowing how impersonal their work can be as opposed to intimate loving sex.
❤
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This was lots of fun – I found your goth lover rather enticing too, did you ever go back?
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