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Andy wanted to taste the forbidden fruit. He longed to try anal sex. Not from the receiving point of view and absolutely only with a woman, but he was totally obsessed with the idea of doing what he liked to call “using the back door!” Indeed he had determined that this year, in fact soon, he would feel his cock press against a woman’s sphincter muscle until it permitted him entry and he finally slid his length deep into her rectum. The problem was that he didn’t know a woman who would allow it. Jackie, his wife, certainly wouldn’t help him out, though she was no prude and adored oral, and wanted him to do that every time. He had even tried realising Jackie’s favourite exhibitionistic fantasy in the hope of her fulfilling his in return, but without success. In the end, more out of pique at his wife’s apparent intransigence and her lack of understanding than anything else, he joined an online adult dating site, feeling that surely there he’d meet someone with the same obsession.
It wasn’t long before he began to receive answers from interested and interesting people, though some obviously did not understand his advert very well, if at all! (Can’t men read? And anyway, how does a cross dresser qualify as a woman?) He also sent several replies of his own to adverts he had found appealing, and it was eventually through one of these that he came into contact with a beautiful lady named Helen.
Helen had advertised to ‘put a little excitement back in her sex life!’ and, although she had not mentioned anal sex, she had asked for someone ‘adventurous’, which Andy had (rightly) taken to mean that she was open to new experiences! She was a bit older than he would normally have considered, but there was something about the tone of the ‘ad’ that attracted him, and so he wrote to her, taking a risk by sending her his mobile number with the request that, as he was married, please only to ring or text at certain times! She would tell him later that this nearly stopped her calling, until she realised that she was no different and was also going behind her spouse’s back!
It was a few days before Helen rang and Andy was beginning to think she had decided he was not for her, but then during one of his ‘safe times’ his phone rang and it was Helen. She had, she said, decided to ring rather than text because so much more can be heard in someone’s voice besides the words! She was of course, absolutely right, but this was a little disconcerting for working class Andy to hear in the refined speech of such a sophisticated woman! Sophisticated she well might be, but down to earth she also was, and the mismatched pair were soon chatting easily.
Neither had a problem explaining to the other their intention in placing the adverts, she because of her barren sex life and a need to experiment, and he because of an overwhelming urge to try that one activity that his wife would not even consider. Neither one had any problem with each others motives, though Helen felt that she had to explain that Andy would be only one of several men she expected to meet, and that their strange relationship was unlikely to last for long! That, replied Andy, was not going to be a drawback as he just wanted to be able to say he’s tried it at least once!
As their initial ‘phone conversation seemed to have gone well, the pair decided on a neutral face to face meeting before going further, and arranged to get together for coffee in town the following day. Andy’s initial reaction to Helen was one of surprise and instant lust. Her online photo, though showing an elegant and attractive lady, simply did not do her justice. For her part Helen smiled. Before her was a tall, pleasant faced, solidly built young man doing a remarkable imitation of a fish! Though she knew she carried her years well, she didn’t usually have that effect!
“Is that coffee still on offer?” She asked mildly, her head cocked slightly to one side and a smile still tugging at her mouth.
“Yes, yes of course, sorry!” He composed himself. “Shall we go in?” They had arranged to meet outside a popular coffee house.
Seated at an out of the way table and with coffee ordered, the two would be lovers began the delicate negotiations that would be needed.
“I must be straight with you Andy” began Helen, “I’m pretty sure I couldn’t simply undress and present you with my backside to be fucked! But I’m not sure how else we are going to get to that stage. And in any case both of us, as I understand, are novices at this, so things may not work immediately. What happens if one of us can’t do it?”
Helen said this with such unembarrassed concern that Andy simply couldn’t smother his grin and worried for moment that she might be offended, but when he saw an answering smile replace her worry lines he knew that things were going to be a lot easier than he had thought!
“Yes, I know, I’ve thought about it too.” Andy paused at this point as the coffees arrived and then, as the waitress departed, he stirred his cup thoughtfully and continued. “I don’t think either of us london escorts would deny the other the right to pull out at any time, do you?” He asked, looking across at Helen for a reply.
“Well.” She said, smiling. “You might have phrased that slightly differently, but I know what you mean, so we can take that as agreed?”
Andy blushed slightly as his own ‘double entendre’ sank in, but then nodded agreement and went on. “Then can we meet for a normal session with the idea of the ‘back door’ being the ultimate goal, but if it doesn’t happen then no hard feelings? We can always meet again if we just weren’t ready the first time. Besides, who’s to say that we wouldn’t enjoy ourselves anyway, with or without…?” He didn’t need to say with or without what!
“Ok. You just got yourself a deal, honey!” Helen assumed a mock American accent for this and made both of them laugh out loud as the nervous tension dissipated. “If you can make Friday, then my place is free all day!”
“Ok. And you just got yourself a date, honey!” Andy’s attempted American accent was more like that of Jimmy Durante, but it still triggered laughter which followed both of them around for the rest of the day, long after they had parted.
Friday duly arrived and Andy, dressed as agreed in workman’s jeans and carrying a toolbox “for the sake of nosy neighbours”, knocked on Helen’s door. She opened the door and wordlessly stepped aside for him to enter, blushing madly at his, “Come to unblock your waste pipe, me duck!”
“For Gods sake, Andy”
“Sorry, couldn’t resist, I’ve had that one stored up all day!”
“Anyway, I thought you were here more to block than to unblock!” Helen’s sense of humour quickly overcame her irritation.
“Ok, I stand corrected, though I’d sooner not stand at all really!”
“I can take a hint! Come through”. Helen ushered him into a well appointed, though minimalist, lounge, and indicated a settee for him to sit on. “My turn to get coffee!”
When she returned she had changed from the jeans and sweater in which she had greeted him and now wore a white silk kimono with, Andy instinctively felt sure, nothing else beneath!! He took the proffered coffee wordlessly, back once more to his goldfish imitation!
“Yes, I know!” Helen began. “Forward hussy aren’t I? But I didn’t want my nerve to fail and for us to simply sit here and drink coffee all day.”
“You really are full of surprises!” Andy regained the power of speech! “There’s no chance of just sitting here with you dressed like that!”
“I was going to come in naked, but I thought I might scare you off, and anyway, I wasn’t sure I dare!”
Andy was looking at Helen with new respect. She certainly had plenty of self confidence and he felt that the ‘balance of power’ between them had moved markedly in her favour. If he was to exercise any control over the session that was to come he knew he had to even the score a little. Putting his coffee on the little occasional table by his side, Andy stood and began unfastening his shirt. “I’m feeling a bit overdressed with you like that, and I don’t want my nerve to fail either!”
Helen stood watching, her head once again cocked quizzically to one side and a little smile playing across her lips. He had, he realised, once again fallen into her trap and was now doing just what she wanted and expected! Not that he really minded, but she was definitely running this show! Andy continued undressing and Helen continued to watch until he reached the point where only his shorts were left. Then he stopped, stood with his thumbs hooked into his waistband and waited, looking straight at Helen, determined to regain the initiative! This time she followed his lead and, nodding her acknowledgement, pulled undone the chord to her kimono. Both shorts and kimono hit the floor together and the two expectant lovers looked at each other’s bodies for the first time!
It was difficult for Andy to tell what Helen thought, though had he known of her silent ‘wow’ he would have been content, but he knew that his body, in the form of an immediate and solid erection, was bearing obvious witness to his own appreciation of Helens form. Full bodied but certainly not fat, full breasted but not saggy, she was, in a word, beautiful, and he would gratefully sink that erection into whatever orifice she wished!
Helen indicated the settee once more and, picking up her coffee from the table, sat herself in the chair opposite. Andy was not sure where this was going, sitting naked and aroused opposite a gorgeous and also naked woman whilst sipping coffee was a new experience, but he assumed that she had some reason behind it. He didn’t have long to wait. Putting her coffee back on the table Helen spoke.
“It’s not really fair is it?” She had that quizzical look again, and the smile that went with it! “It’s very clear to a woman when a man is turned on” She gazed at his erect penis. “But men can’t tell with a woman one way or the other for Escort Girl Dubai sure, can they?”
Andy replied with a quizzical look of his own.
“So let’s even things up!” As she spoke Helen parted her thighs and hooked one over each arm of her chair, giving Andy a welcome but unexpected full on view of her pussy. She was clearly turned on, her clitoris stood like a little sentry on guard before her wet vagina.
Andy’s quizzical look turned into one of astonishment. He had not expected this apparently sophisticated middle aged woman to be quite so sexually adventurous, and indeed, he had wondered how he was going to get her into the mood! That had been taken completely out of his hands. And there was more to come!
It was more of a command than a request from Helen, who at the same time took hold of her own legs behind the knees and pulled them right back, exposing herself to him all the way to her anus, the little puckered hole that was to be the object of his quest! Surprised he might be, but Andy wasn’t going to miss this chance and he was quickly on his knees before her, his nose taking in the sweet scent of her cunt and his tongue reaching out to her clit. Helen seemed very ready for him. Her cunt was already very wet and the first touch of his tongue on her clit brought a small cry of pleasure from her lips. He did it again, with the same result, then began slow sweeps with his tongue along the length of her slit, dibbling his tongue into her passage at one end and flicking her clit with its tip at the other. Soon she was whimpering continuously from his attentions and her hips were making small involuntary movements in time to his tongue, pushing her cunt at him to gain deeper penetration. After several minutes of this Andy turned his attention to her clit, sucking it into his mouth and then nibbling on it with lip covered teeth before swirling his tongue around and over it. He then squeezed it between his lips and leaned away from her, causing it to be pulled out almost painfully, before being released to recoil between her labia. All this was soon to much for Helen and it became clear that she was soon going to orgasm. So he stopped!
“I’d better drink my coffee before it’s cold.” He told a bewildered and frustrated Helen. “But I’ll be back!”
Having, as he saw it, regained control of the situation and having finished his coffee, Andy resumed his position in front of Helen. She by this time, had relaxed her legs into a more demure position, but she didn’t resist when he parted them himself and pushed them right back, even further then they had been before! Relieved of the need to hold onto her legs Helen began to play with her breasts, kneading and massaging them and tugging at her nipples. Andy, seeing this, went back to work on her pussy, running his tongue the full length over and over. This time he allowed his tongue to overshoot, with each stroke ending nearer and nearer to Helens ‘back door’, until it just caught the rim of her anus as he began the return journey. He had crept up on it in this way because he wasn’t sure how he would feel about licking someone’s arsehole, and he also wasn’t sure how Helen would react, even though she wanted anal sex! But he needn’t have worried. For his own part he found it intensely stimulating and not at all unsavoury, while Helen responded to his last ‘nearly there’ stroke, by gasping ‘yes’ and lifting herself up to meet him.
For the next stroke of his tongue Andy began at her clitoris and very slowly and teasingly descended to her vagina, where he probed and nibbled for a few moments before resuming his southward journey. As his tongue and lips approached Helen’s anus he could hear her gasps of anticipation and he had to hold her legs down as she strove to rise and meet his tongue. But eventually he was there and his tongue was probing at her entrance.
Andy allowed his tongue to roam around her arse, leaving her anus to flutter across her cheeks before returning to circle her ‘back door’ and finally thrust at her hole as if to imitate a tiny cock. Helen was in heaven, she found the whole thing so incredibly erotic and was rapidly approaching her climax. She couldn’t help herself pushing back at his tongue, wanting it to penetrate her sphincter, hoping it was strong enough. Realising the effect he was having Andy carried on rimming her, circling her hole, delving into it’s entrance, returning to the rim, back to the entrance, pushing hard with his tongue one time while barely touching her another. Finally Helen could hold out no longer and still pushing hard against Andy’s tongue as if willing it to enter her, with a long groan that seemed wrenched from her throat, she orgasmed. It was not the long pulsating climax of a vaginal orgasm but a single earthquake of a climax, an intense flood of pleasure that rushed through her and left her spent and gasping in its wake.
“God” she said having regained her breath. “If you can do that without going inside me…….”
Andy was grinning, both from independent escort dubai Helen’s reaction and from the certainty that he was very soon going to taste the ‘forbidden fruit’ that he had so long dreamed of.
“Let’s do it!” Helen rose from her chair and held her hand out to Andy to ‘come with me’!
Andy stood, took her hand and allowed himself to be led from the lounge and up the stairs with the stray thought that the last time this had happened he was a little boy being taken to bed by his mother. An entirely different scenario!
He could see the master bedroom in front of him, but when they reached the top of the stairs Helen led him to another one, which he guessed correctly was a guest bedroom. She had obviously planned to use this room for on a chair by the bed was a small stack of towels and a tube of lubricating gel!
“I know it’s silly, but I can’t bring myself to use the matrimonial bed.” She said the words ‘matrimonial bed’ as if it was within speech marks and Andy’s heart went out to her for her sensitivity.
“That’s ok” He smiled at her in reassurance.
She was still holding his hand and now used it to lead him to the bed and lay them both down side by side, before rolling to him and planting a small, almost loving, kiss on his mouth.
“Thank you for downstairs” she whispered. “I’m sure now that we’re gonna be fine, and I’m looking forward to it”
With that she kissed him again, this time more passionately, wrapping her arms around him and pulling their naked bodies into full contact. Andy responded both in mind and body, feeling relaxed and confidant and happy that his cock was rising to attention once more and prodding Helen’s belly. He felt that the initiative had now finally passed back to him and that the rest of the time would be at his pace.
For a few minutes they simply hugged and kissed deeply, but then Andy slid free from her embrace to find her breasts and suck on her nipples. This allowed him to reach between her legs with his right hand and to investigate between the folds of her pussy until he found her clitoris. Helen sighed contentedly at his touch, opening her legs wider to assist his exploration. Finding her clitoris was easy, it was hard and erect, – on guard again! He played with her ‘little soldier’, as he silently named her clit, for some while, flicking it, rubbing it, even gripping it lightly between finger and thumb to drag it away from her body until it slipped from his grasp and rebounded into place. His reward for these ministrations was as series of contented “hmmmms!” in his ear and Helen drawing her legs right back and wide open to allow him the best possible access to her body.
Andy wasn’t about to waste his opportunity, using the pad of his thumb to continue massaging Helens clit, he inserted first one, then two, then three fingers into her sopping and gaping pussy, pushing deeply inside her as far as he could and thrusting harder and faster until the “hhmmmms” became gasps and her arms were locked so hard around him that he could do nothing but continue sucking her nipple and finger fucking her cunt. Soon, with hips bucking and legs thrashing Helen came again. This one was longer and apparently even more intense than the one earlier and Andy just had to smile distortedly against her breast with surrogate pleasure.
This time Andy did not stop after Helen’s orgasm and after she had relaxed her vice like grip on him, but instead continued slowly fingering her, gently pushing his two fingers in and out of her soaking pussy. His third finger, having ‘accidentally’ slipped from her cunt during her orgasm, he allowed to trail back and forth between pussy and arse as the other two moved in and out of her vagina, and to take with it some of her copious natural lubricant. Her anus was already slippery from juices that had trickled there of their own accord so it was almost natural for his fingertip to slip into the entrance at the end of each journey, each time penetrating slightly further through her sphincter, until with a very little push, it was through and Andy’s finger was knuckle deep in Helen’s arse!
Helen’s arms tightened around Andy again momentarily as she felt herself penetrated, but a quiet “yeeesss” breathed into his ear reassured him that he had her consent. In fact, he had more than her consent, for she was as excited – in both senses of the word – as he by his invasion, and wanted it deeper. Andy withdrew his finger until just the tip was within the ring of sphincter muscle and then pushed in again, just very slightly further than before. Helen gasped each time he repeated this in and out action, sometimes wordlessly, sometimes with a sibilant “yeeesss!” of encouragement, all the time holding Andy tight against her and drawing her legs further and further back. This was the feeling she had longed for, and it was even better than she had ever fantasised it would be. She had already orgasmed twice with Andy and a third was definitely on the cards, and she had yet to experience the ‘main event’! Today was turning into an incredibly erotic encounter and she couldn’t believe how uninhibited and relaxed she felt with him. She had given herself to him completely and knew she would let him to do as he wished with her body – just so long as he didn’t stop!
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