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the oldest profession
While I've enjoyed the thrill of the chase many times, there have been times where all I wanted was a no fuss fuck. This thread is for telling stories of pussy that you've paid for, the oldest profession if you will. Personally, I've actually found most encounters with a “working girl” to be disappointing at best, a downright waste of money at worst and yet occasionally, a lot of fun.
My first story is of an encounter I had just a week or three ago. I had the urge, I had a wallet full of cash and I had an afternoon available. Browsing the local back-page site, I came to an ad that spiked my interest. “Aussie MILF Jasmine”. I live in a small town (by world standards) and the pickings are actually pretty slim. It is mostly Asian escorts and having seen a few, it's apparent they are not necessarily there of complete free will. Ads for local ladies always tend to give me hope of having an enjoyable session with someone with whom I share a first language but they cost twice that charged by the masses. I felt rich, so I made the call - as soon as she answered I realised that I had seen this girl before some time back. Upon mentioning this she immediately said it's ok if I don't want to see her again, blokes usually like variety. I assured her that I usually enjoy a subsequent visit, it means I'm less nervous and as such, enjoy myself more. I was 10mins drive away, she was available so the session was scheduled. I rocked up to Jasmine's door and was greeted by the woman I remember - older than her ad suggests, fake boobs (not something I would usually consider at all appealing) but still very trim and dressed in a very cute matching pink corset and thong. She had the massage table set up and asked if I was here for a massage (happy ending included). I looked her directly in the eye and said “No thank you, I'd really like to fuck you now”. She replied “would you now? That does sound nice”. Now I know that when I write this, it sounds totally scripted and what you would expect from a hooker, but in my experience, it's not how it usually goes down. Here is what usually happens… I look up an escort, her pictures show someone that I'm pretty sure, is not her. I book, turn up, meet someone who is not in the pictures, stay quiet, pay money, she takes her clothes off, I take my clothes off, get a shit massage, have an uninteresting fuck where I feel like I'm being rushed to cum, don't cum, get dressed and leave (usually well before my paid hour or two is up). But when Jasmine said it, it felt genuine and it made me more horny. We came together and kissed and she started to peel off the shoulder straps, I said “wait, can you leave that on”, Jasmine said “sure” and slipped the strap back up. She knelt down on the floor and unzipped my pants, pulling my slowly growing cock out at the same time. Jasmine ran her tongue along the sides and kissed the tip saying “this is a very nice cock, above average for sure, but still fuckable” before reaching for a condom (an almost sure thing when it comes to dampening my fire, but an occupational necessity none the less). The condom was expertly fitted using her mouth to roll it down and followed up with one of the better blow jobs I've had (not really my favourite thing, I like pussy). She moved back to the bed and I because I felt more in charge than I usually do, I said she should keep the thong on, I really love sex with panties pulled to the side. Jasmine was happy to oblige and she pulled her legs back when I started rubbing her pussy through the material of those silky panties. Before long I had them pulled to the side and was gently slapping her pussy with my cock making sure it was as hard and big as I could muster. She was getting pretty wet (again, not something you can expect with a girl that fucks several times a day for cash) and the slapping sound was getting me even harder. I ran the head of my cock slowly up and down her lips, parting them before easing it in gradually until there was not a single gap between out pelvic bones. I love slow fucking, I'm an edger, the feeling of bringing yourself to the absolute brink of cumming without doing so is amazing. I stroked deep into her (surprisingly tight) pussy for the next ten minutes before deciding it was time for a position change. I had Jasmine turn over so she was in the doggy position on the edge of the bed with me still standing at the end as I was previously and proceeded to drive my cock balls deep into her in an increasingly fast rhythm – her panties still pulled to the side and her tits hanging out the top of her corset. Jasmine started moaning and pushing her ass back into my strokes, I could hold it no more so I unloaded myself while burying my cock as far into her pussy as I could manage (bottoming out is a great feeling). We stayed connected while the afterglow did it's job and after a short clean-up session, Jasmine said that was without doubt, the highlight of her day and it's downhill from here. I left, I felt good - only one in ten sessions go that well. (please comment or hit "thanks" if you'd like to hear more stories of escorts I've been with and as always, please add any stories you have) |
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