1 comments/ 47775 views/ 0 favorites Jenn's Awakening Ch. 01 By: DemisOSprey Jenn waited, just a little nervously, at the door to the elevator in the exclusive city hotel. She knew that she really wanted to be here for the reason she was here but, still, she couldn't help but feel a bit anxious. After all, it wasn't every day that she did what she was hoping to do this weekend. She had come here, to this place, at this time, to meet a couple, Anna and Leo, who she hoped were going to be the answer to the quandary that she found herself in. For a moment, she thought about simply turning around and walking straight back out the front doors of the hotel but, then, realised that she still wanted to be here more than she wanted to leave. So far, she'd had a fair bit of fun online with them both and knew that really the only next step was forward, not backward. She stood there, for a few moments longer, thinking back over, and savouring, the events that had brought her to this point ... Jenn's quandary was the increasing sexual urgency that she'd been feeling ever since she and a friend had started engaging in some mutual masturbation sessions. Her friend had caught her playing at camp and, rather than running out and spreading the news around everyone else, had reclined and started to indulge herself in the same fashion. What had followed was many hours of shared fun, mutual but solo, until it ended a little badly when Jenn had hesitatingly wished to take it to a completely shared level, by moving to touch her friend intimately. She knew now that, maybe, she should have talked about it first, sounding out her friend, but had thought at the time that was where they were both imagining it going. She'd felt more than a little confused, at first, when her friend had not reacted anywhere near like she expected, but now was just sad at the loss of what might have been intensely beautiful for both of them. Her problem had really arisen when she realised that she was simply unable to go back to her completely solo sex play as before. She had found that having someone else in the same room as her had made the pleasure that much more intense that playing alone now it seemed like something was missing. On a trip to Canberra, she'd even braved the embarrassment of visiting a sex shop to purchase a couple of toys to spice up her late-night solo fun but had found that this had only really exacerbated the situation even more. The vibrator and the dildo she had bought were great fun, and she didn't regret them in the least, but once she had got her hands on their phallic shapes and had explored the act of inserting them into her increasingly aching pussy, she then started to wish that they were the real, hot, hard flesh of a man in her hands and teasing inside the wet, craving cavity between her legs. The more she played with them, the stronger this feeling became, until she just had to think of picking them up and she would become soaking wet inside, oozing gently into the gusset of her knickers. More than once, she had to shower a second time at night, before she went to sleep for the night, after having to bring herself off to satisfy the desires she had for sexual fulfilment. Which had led to this point at which she'd arrived. Keen to find a way to satisfy all of the desires that were swirling within her and arousing such sexual tensions, she'd noticed a late-night advert on TV for a sexually-oriented Personals website, at which guys and girls were able to meet and arrange discreet assignations with each other for the purposes of mutual sexual pleasure. Surely that might provide the answer. Being an intelligent young woman, she worked out quickly that her best option to satisfy everything that she wanted to do would be to seek a stable, experienced couple who might be prepared to trade the pleasure of access to all of her fit, young body for her requirement that they focus on her objectives as their own. She knew it was probable that they'd have to greatly delay taking their immediate gratification from her, in order to carefully, tenderly and patiently allow her to explore their bodies and have them explore hers. She also surmised that it might be likely that, at some stage during the foreplay, she might have reservations or second thoughts and that she might need some gentle urging to continue moving forward through the various stages of sexual play and arousal. As her only shared experience so far had been with her female friend, she was hoping that another woman might understand this and be able to assist her through any jitters or insecurity. With some hope but no degree of certainty at finding what she sought, she placed her Profile on the site. She wasn't in any way sure that anyone, let alone anyone suitable, might respond, although logic told her that, at least, somebody would. But, with only a little experience with another girl, which hadn't really worked out, and absolutely none at all with any guys, she had no guarantee that she would be considered sexually appealing enough. She needn't have worried and was actually amazed at both the number and speed of the responses she got, almost immediately her Profile was approved. She hadn't even had to put a naked or scantily-clad picture of herself up on the site, although eventually she would have plucked up the courage if it had proved necessary. But the photo of herself in normal, everyday clothes had provoked a landslide. If she had wanted, she could have been licked, stroked and poked by any combination of single guys and girls to huge groups. She could have sucked and fucked herself to a complete standstill and great soreness in a day flat ... on her back. She could have had sextoys, fingers, hands, cocks (and most likely other things from some of the more wierd responses) penetrating every hole in her body. Not a lot of patience, tenderness, consideration for her inexperience or offers of teaching her what she might like and what she might not, though. As she ploughed through the hundreds of responses, rejecting most out of hand, she did find some worthwhile answering. As she did, she found that she also needed to reject a lot of these, for many different reasons. And the ones that she didn't, frustratingly, were nowhere near where she lived or, worse, were across the other side of Australia. The closest she was seriously considering was a couple in Adelaide, who seemed at least to be considerate and respectful of where she was at in this stage of her life. She was wondering how on earth to make it all work, how she would explain wanting to go away to Adelaide to her parents, who would never agree with what she was planning to do, when she received another approach that, once again, she almost dismissed out of hand. It was from a guy alone, although he explained that he was in a strange kind of committed relationship with a woman who worked half each year in a major hospital in London. From what he wrote, he seemed nice enough and possibly genuine but she'd thought that about others before. With a readiness to cut and run at the first sign any problems with him, she replied and decided that she was happy to meet him online to chat outside of the site, giving him her email address and Messenger ID so that they could establish contact. On the first occasion, though, it almost stopped straight away when he misunderstood exactly what she was asking in a specific question and seemed to be telling her that, no, he wasn't in any relationship at all, just another single guy trying it on. When she cut contact immediately, he didn't just give up completely, however, and wrote her a longish email, detailing how the misunderstanding occurred and attempted to explain more clearly and fully how the relationship between himself and his partner worked. It seemed strange but, gradually, Jenn started to understand the logic of it, appreciated the care with which they seemed to treat each other, even when separated by distance for extended periods of time, and decided for herself that it was worth the second chance that he had asked for. This was Leo, the man waiting upstairs for her with his girlfriend Anna, who was finally back in Sydney from London. Once contact was reestablished, he had insisted that they spend more time online getting to know each other, as he quite frankly told her that she would probably never look twice at him in the street but that he had other qualities which Anna valued highly and which he hoped that Jenn might also discover for herself. Subsequent online contacts improved quickly and significantly to the point where she felt comfortable enough to send some of her naked pictures and, after receiving similar ones of him, she went so far to swap more, with her playing with her toys and he stroking himself to erection. This swiftly escalated her arousal and very soon they were stimulating each other with online sex play. Everything she wanted to know, asked could they or would they try, he seemed to make so simple and easy to be satisfied. When she wanted to see his cock grow from soft to hard, he was happy to get his webcam back and arrange it for her. He asked for her to be able to show herself live to him too and, on explaining to him that she no longer had a webcam because her Dad had caught her playing online with her friend and smashed it, he offered and found her a webcam which he sent for her to collect at her local Post Office. Curious to know what Anna and Leo would like to do with her sexually, she asked him to describe it online but he suggested he could write an erotic story for her and promised that he and Anna would attempt to bring it to life with her, once she was happy with all the sexual activities detailed within it. Really starting to become excited by the prospect now, she asked him to take the story all the way to a successful physical penetration of her pussy with his cock, deep within her, after all other mutual pleasures had been fully explored by the three of them together. She thought that maybe she had found the couple she needed and asked for the chance to meet Anna online as well. After explaining that he did not wish to disappoint Anna by asking and then finding that Jenn wished to form her relationship with another couple, they were able to reach on agreement on a level of committment with which they were both happy. He immediately sent Anna an email with photos of Jenn and they both waited impatiently for her to reply, which she did a few days later. Leo had mentioned to Jenn that he thought Anna and her would hit it off great but Jenn herself was a little surprised at how quickly and how well they did. Soon, they too were engaged in hot, steamy sexual discussions online, although it was not possible for them to move forward as far with mutual play, as Anna was still in London, sitting in an Internet cafe. This was increasingly and intensely frustrating for Jenn but, once again, Leo was able to help with the advice to turn that frustration into anticipation for when Anna would return and, also, by more and more online sexual play between themselves. Jenn, though, still found herself resorting to a lot of sexual self-stimulation with her toys late at night alone in her single bed. She knew that she could hardly wait to be in a huge bed with them, helping them off with both their clothes and hers, her body being intensely explored by them with eyes, hands, fingers, lips and tongues, as she commenced the discovery of both of theirs in like fashion. It was like igniting a slow-burning fire within her, starting deep within her pussy and flowing outward from there through her body, just as the wetness was soaking between the lips of her pussy, saturating her knickers and starting to dampen the skin at the top of her inner thighs. The heat would spread throughout her body, her nipples would grow almost achingly hard and her boobs, suffused with blood, would become firmer and a rosy flush would tinge their skin, along with her neck and cheeks. She started to understand where the expression "to take a cold shower" came from, as often it seemed like it might be the only way to cool down. When she mentioned that, Anna laughingly told her that she would indeed soon discover a far better way. It was getting past the point where she needed to touch herself in order to become hot, moist and ready for sex, it was fast closing on the point where all she needed to do was picture the three of them together in her mind and everything that they would be doing. She wasn't sure how much longer she could hold out, while they all awaited the day Anna arrived back in Sydney. Soon enough, though, that day had come. Leo had booked a large suite in a city hotel, with a huge bed, for all of them, saying that he wanted everything to be extra special for them all but especially for Jenn. She arranged a cover story about a weekend away for her parents, with a fallback for Anna and Leo to pretend to be the chaperones, should it be needed to complete the story. A discreet reason for Jenn to be staying with them within the suite was formulated as well. She was their personal assistant who had just arrived in town to join them and would be staying in the suite's second bedroom. By now, though, Jenn was hoping that she'd never even see the inside of that second bedroom. She certainly wouldn't, without some sort of a fight! So, here she was, waiting for the elevator to take her up to the objective of all of her current desires, unsure whether to go on up, or turn and walk quickly out of the hotel ... Thinking back on all that had led to this point, she felt her resolve to move forward to fulfilment begin to solidify, as she also felt the heat, the moisture, the warming blood begin to flow quickly into her lower belly, bringing with it the feeling that her pussy and its surrounding lips and folds were growing to take over her whole body. She was glad she'd decided to wear a skirt, rather than trousers, as she realised there was no guarantee right now that she wasn't going to cum standing here, wetting her clothes through. Thankfully, the lift doors opened just at that moment and, without any further thought or delay, she skipped quickly inside, tapped the floor button she wanted and watched the doors close on her life as a sexually inexperienced girl and the lift carried her up to the next phase of her life as a sexually liberated woman. At the right floor, she got out and walked resolutely, not timidly as she thought she might have, to the door of the suite. As she went to knock, the door opened wide and she was able to walk straight in. Anna was standing inside, waiting for her and moved forward to enfold her in her arms. Almost immediately following, Jenn felt someone else press into her from behind and envelop them both within his arms. At this first touch from both the couple she had come to be with, Jenn's knees went a little weak and she relaxed into their embrace. Anna moved one hand up to the side of her face and tilted her head down a little to kiss her. At the same time, Jenn felt Leo lift her shoulder-length red hair away from the nape of her neck and place soft kisses there, moving around to the side of her neck. If she thought she was getting hot on the ground floor of the hotel, waiting for the elevator, it was nothing compared to the heat now starting to grow throughout her body. Jenn made a soft sound, somewhere between a purr and a moan, at which Leo moved and picked her up into his arms. She turned her head to look into his smiling face and eyes. He asked her if she wanted to have a drink first, or freshen up, or put her small overnight bag somewhere. She grinned back at him and shook her head, NO! She dropped the bag gently to the floor, put her arms around his neck and levered herself up to brush her lips against his, then looked around the room for the door she was sure they should now be stepping through. Anna picked up Jenn's bag and led the way through a half-open door, into a room with an absolutely gigantic bed. Leo lay Jenn gently on her back, near the centre of the bed and climbed onto it beside her. Anna joined them quickly on the other side and the couple moved very close to Jenn. Simultaneously, they both kissed her on each cheek and slid their hands onto her clothed body, stroking her gently. They asked her if she was ready and what she wanted to do to start off with. Jenn murmured back to them that she'd like them to begin, while she savoured the first moments of hands other than her own actually moving on her body to sexually stimulate it. Anna and Leo both nodded silently, began to stroke Jenn over an increasingly wide area of her body and also started to kiss any exposed area of skin. Initially, Leo concentrated on her upper body, the side of her neck, her bare arms and onto her firming breasts. Jenn could feel her nipples responding by getting hotter and harder within the soft silken cups of her bra, bought new especially for this occasion. He too obviously felt the nipples harden, as he stroked both of her breasts around the nipple area and brought his lips to grip them through the material of her blouse. At the same time, Anna was running her gentle hands over Jenn's stomach, her hips, her thighs, over the top of the neat knee-length skirt. So far, she had avoided both Jenn's mound at the base of her stomach or the tender, sensitive regions beneath them which were rapidly heating and moistening even further as Jenn craved a hand to brush over them. As if by divine command, Anna almost immediately slid her hand down Jenn's stomach and over her mound, cupping it, the fingers questing and finding Jenn's stiffening clit through her clothes and softly massaging it a little. Anna then slid her hand down Jenn's thigh to the hem of the skirt and then slid it back up again, bringing the skirt up with it to Jenn's waist. She then bent forward to kiss the soft skin of Jenn's firm stomach, as she slid her hand between Jenn's thighs to stroke the soft skin of her legs. Anna's other hand slid on top of Jenn's sexy silken knickers, part of the new matching lingerie set. She massaged Jenn's clit and pussy through the sheer knickers and rubbed across her mound, covered with Jenn's fine red fluff of pubic hair. Then Anna's hand slid beneath the waistband of the knickers directly onto Jenn's mound and tangled gently within the hairs there, before sliding further down into the moist crevice leading to Jenn's now-stiff clit and her almost soaking pussy. Anna rubbed Jenn's clit a little more firmly, causing Jenn to shake with a little involuntary spasm and then to push a little firmly back toward Anna's fingers. Anna rubbed back and forth a little more, then allowed her hand to slide further down the wet crevice inside the knickers, till they were flirting with the entrance between Jenn's pussy lips. She let her middle finger slip inside Jenn, up to the first knuckle, causing Jenn to wriggle her hips up, down and around a little, as if she were trying to suck more of the finger inside of herself, which resulted in Anna's finger sliding further in, to the second knuckle. Anna joined that finger with a second one beside it, and repositioned her thumb momentarily on Jenn's clit, to massage that at the same time as she commenced slow, shallow finger-thrusting movements into and out of Jenn's hot cunt. As Jenn picked up the rhythm of Anna's hand movements, she started a matching set of movements of her hips to meet and swallow a little more each time of the fingers, so deftly sliding within her. Meanwhile, Leo had begun to unbutton Jenn's blouse to give him increased access to the skin of her arms, shoulders and breasts. When he had it unbuttoned fully, he pulled the blouse out from the waistband of her skirt, slid it down both her arms and lifted her slightly, gently, to remove it completely. He left the bed momentarily, hung her blouse over a chair near the bed, then got back onto the bed, at the top of Jenn's head with his knees either side. Jenn's Awakening Ch. 01 He rocked forward over the top of Jenn, slid both hands over her shoulders and down her chest, his fingers slipping beneath the twin cups of her bra, onto her bare boobs and rubbing the fingers firmly on her hot, hard nipples. He set up a circular motion on the nipples and then alternated by cupping both her generous boobs and lifting them completely out of the bra cups, exposing them to the gently-warmed airconditioned atmosphere within the big bedroom. Jenn felt the air touch her tits, and her nipples, felt them stiffen even further, and then refocused again as she tried to concentrate both on the feelings within her chest and within her pussy, where Anna had penetrated her almost completely with the two fingers she was moving inside of her. Somewhere, too, in the ever increasing sensations that she was feeling, Jenn could also feel the delicious stimulation of her clit by Anna's massaging thumb. She was breathing more heavily by now, her mouth open to suck in deeper breaths, when she saw Leo lean right over the top of her face to place kisses on the skin of her breasts and the rosy pink tips of her nipples. By tilting her head back further, Jenn could see the crotch of Leo's light cotton leisure trousers, with a crazy tenting beginning to swell there. All of the delicious sensations sweeping through her mind and body now had Jenn pretty ready to start some explorations of her own. She mentally apologised to Anna, briefly, for starting where she was going to and reached both her arms up above her head, slipped one hand along the bottom of the crotch of Leo's trousers to cup the first set of a man's testicles that she had ever handled, cupping and squeezing them gently, massaging them in the way Leo had told her men liked in one of their online play sessions. She heard Leo moan quietly, a "Mmmmmm" sound from deep within his throat, which prompted her to take hold of the bulge at the front of his trousers, gripping her fingers around it, gently at first, then more tightly, as she finally felt the cock she had only seen a number of times in photos and on the webcam. She could tell by feel that it was not fully hard yet and she had told him very early that something she really wanted was to see it grow from soft to hard in front of her, or in her hand. True to his word, he must have remembered, as he reached back between them with one hand and expertly tugged the drawstring at the waistband of the light trousers, loosening them and causing them to balloon away from the tentpole pushing out on the front of them. Jenn knew that she needed no second invitation, regretfully let go of him for a moment while she slid her hands along both his hips, pushing the waistband of the trousers back away from her and down his legs. The dick she had only seen before, in pictures and on a computer screen, the dick that had filled many of her online fantasies and those that she had in bed alone at night over the past few weeks or so, the hardening cock that she had been imagining her vibrator was as she slid it between the lips of her pussy when playing after getting offline, now was in full view, just short centimeters above her, totally uncovered as he was not wearing any underwear. Too much for a young girl to bear, she thought, as she reached both hands back to play and fondle both his hardening shaft and the soft sac of his balls hanging down a little below it, between his legs. She kept her eyes on it intently, as she massaged his balls with one hand and wrapped her fingers around his pole, sliding the hand back and forth. As she played with it and manipulated it, she saw the skin move easily with her hand and his cock seeming to stretch and relax slightly initially and then, all of a sudden, as if by some sort of magic, the shaft started to stiffen significantly, the skin of the cock moved less with her hand, which was now sliding along the shaft as much as not. She could hear Leo moaning quietly a bit more and his hips start to move a little in time with her sliding motion, and he was now massaging her breasts a fair bit more firmly, always remembering to brush the nipples regularly. He rocked completely forward, once more, to lick and nibble at her nipples, and he unfastened the catch between her bra cups to release her upper body almost completely from the bra. His hands moved further on, seeking and finding the fastener for her skirt as well, then unzipping it. As she heard this, Jenn felt a quick flush of exaltation that she had overcome all her reservations and doubts, had gotten here and was about to become very nearly naked for the first time with both a man and a woman. She responded involuntarily a little with tighter grips, although not painful, on Leo's cock and balls, and with a twitching of her hips and the muscles in and around her pussy. She was also starting to put out quite a fair amount of pussy cream and Anna was having little trouble now sliding her fingers as far into Jenn's cunt as she might like to. When Anna heard the zip of Jenn's skirt, she reluctantly slid her fingers from Jenn's pussy and her thumb from her clit, as well as her other hand from her own pussy where she had been helping herself along beneath her lounge-robe, and slid the skirt quickly all the way down Jenn's legs and past her feet. Anna took the skirt, got off the bed quickly and hung it on the chair with Jenn's blouse. As she did this, Leo moved even further down Jenn's body, up on his knees, so that his almost-completely hard cock hung down toward Jenn's face. He lowered the upper part of his body to her stomach and sliding his hands beneath her knickers, either side of her hips, he pushed them down past her knees. Jenn kicked both legs a little, to shake the knickers down to her ankles and, with both feet, flicked them off completely. She let her legs drop and then part wider, feeling Anna slide back between them with her hand resuming its earlier ministrations to her pussy and clit. Jenn reached out with her legs and feet to try to rub Anna's body as well, feeling bad that Anna was seemingly being left out. She was a little surprised to find that Anna was now naked as well, or seemed to be from what she could feel with her legs. Then she could feel that, indeed, Anna was naked at least from the waist down as Jenn felt a warm, wet feeling sliding up her leg, as Anna slid her own pussy up onto Jenn's thigh, using it to rub herself along with her free other hand. Jenn tried her best to set up a rocking motion with that leg to help Anna along. Leo started to kiss downward across Jenn's stomach, into the now damp mat of her red pubic fleece. He tangled his tongue within it and gently gripped strands of it between his lips, tugging at it a little, giving Jenn another strange new sensation. Pausing only briefly to do this, Leo then slid his head completely between her legs, burying his face into the heated, steamy, wet gash that her pussy was now becoming. He'd told Jenn that he was looking forward to tasting the sweet juices from deep within her pussy and he was obviously about to do so. She felt him lick downward, past Anna's thumb still fondling her rigid clit, along the lips of her pussy, starting to spread and open outward now, lapping at the moisture he was finding there. She felt his tongue attempt to push into her, beside Anna's questing fingers, which Jenn could feel sliding right inside of her pussy now. He was only able to succeed to flick at the outer lips to her pussy, so instead he slid his tongue back up her pussy and sucked her clit into his mouth, away from Anna's thumb, tickling it with his tongue and pulling at it with his lip-covered teeth, then proceeded to move his head up and down on it in very short strokes, sucking on it as it moved into his mouth. Jenn now started to buck her hips into his face a bit more, felt Anna remove her thrusting hand and climb off her leg, swiftly moving up the bed beside her. Almost in the same movement, she felt what she first thought was Leo's tongue finally gain its short entrance into her pussy lips, until she realised that she could still feel that teasing her clit. Amazed, she then quickly worked out that he had buried his face into the wet crevasse and that what she felt pushing into her pussy was his nose. She shook a little with laughter to herself, thinking that she hoped he would not drown if she got much wetter. This caused her pussy to slide onto his nose a little more firmly. So far, she thought, he doesn't seem to be having any trouble and giggled quietly within herself again. Taking her eyes away from Leo's hard cock which she was rubbing quite firmly now, Jenn saw that Anna was moving up onto the bed beside her, completely removing her lounge-robe which she had actually had rucked up around her breasts, when she was fingering inside Jenn's pussy and rubbing herself along Jenn's thigh. Anna lay alongside Jenn, with her own pussy just off to one side of Jenn's face and began to fondle Jenn's boobs with her hands, as well as leaning forward to lick and suck them, especially the hard nipples. Anna was on her side facing Jenn and Leo, with her lower leg straight along the bed and the upper one bent, with the knee pointing straight up in the air. This allowed Jenn to look directly into the reddened eye of Anna's pussy, staring directly at Jenn and puffy from both her own hand rubbing it and the humping along Jenn's thigh. Jenn was suddenly terribly torn between two sights that she had keenly been waiting to see. She had Leo's hard cock dangling down from his lower belly, toward her face, and she also had at the same time Anna's sweet-looking and perfume-scented cunt well within both her eyesight and reach. As both Anna and Leo had their faces firmly planted on different parts of her body and couldn't see what she was and wasn't looking at, she figured no-one was likely to get offended by her just making it up as she went. She thought about it just a moment longer and decided that, this first time, she was slightly more interested in seeing what Leo's cock would do and wanted to remain more focused on that. She fleetingly wondered how that reflected on the extent of her bisexuality but consigned that immediately for later thought. Right now, she had higher priorities; the first was dangling like a little tree branch toward her face, its male musky smell strong in her nostrils. But equal, beside her, was Anna's slightly less musky cunt, begging to be played with as well. Jenn hoped that Leo would have little problem with losing one of her hands on his cock and balls, released her right hand from cupping and squeezing his bag of nuts, gripping the shaft of his dick with both hands momentarily, with only the pink-purple bulb of the head poking out from between them. She pumped a couple of times with both hands, then slid her left hand off the end of his cock, where it had been since she'd first taken hold of it, rubbed it around and around the cockhead a couple of times more, something Leo had told her he and most guys liked, then released that hand from Leo completely and reached out to slid it down Anna's raised thigh and onto her also hot, wet pussy. Anna wriggled her hips to find the best position for Jenn to reach her and redoubled her efforts on Jenn's ample firm boobs and hot, aching nipples. Jenn thought to herself, through an increasing haze of delicious sensations powering up and down her body, that it was not her ball-sport, being a soccer player of some talent, but "Touchdown!" anyway. She had now achieved a first part of her objectives in this relationship. She was able to see, feel, smell and almost taste the intimate body parts of both Leo and Anna. She had Leo's cock, hard at her persuasions with her hands, and was just about to start to penetrate Anna's cunt with her fingers and massage her clit with her thumb, just as Anna had been doing to her only a few short minutes before. Carefully, Jenn slid her fingers up and down the slitted folds of Anna's pussy, feeling the wetness within and rubbing it up and down slowly to moisten Anna's clit. Shyly, a little hesitantly at first but then with increasing confidence, she slid one finger, then another beside it between Anna's pussy lips and then onward a little further inside. Anna's hips pushed a little toward Jenn, sliding the two fingers a little further inside of herself and then, as Jenn's thumb positioned itself at Anna's clit and started to rub around and across it, she rocked them back and forth rhythmically in imitation of a fucking motion, swallowing Jenn's fingers almost completely within herself on the inward stroke. She drew back slowly but surely, Jenn's fingers sliding almost right out of her, then thrust forward harder, impaling herself almost fully once more. Jenn was starting to feel a little sensory overload; she had Leo lapping, nipping, tickling and tugging at her pussy and clit, she could feel herself starting to leak what she thought might be buckets full of pussy cream, she could feel the smooth, velvety inner walls of Anna's cunt sliding along her fingers and Anna starting to become almost as wet as Jenn, the clit under her thumb getting hotter and harder as Jenn massaged it to full erection and, speaking of erections, she had Leo's cock poised there right in front of her face, inexorably moving to a conclusion soon, she felt, of spraying Leo's cum somewhere around her upper body, depending upon where she, Jenn, decided to point it at the moment he came. None of this even took into account the feel of all their hands sliding and stroking over the skin of each other bodies or Anna's kissing and licking of her boobs. Oh God, and now, Jenn could feel one of Leo's hands slide in between the cheeks of her bum and his thumb slip quickly and firmly into her cunt, in place of his nose, which he seemed finally to lift out of her for a breath of air. Intellectually, if she had been really capable of thinking that way at this moment, she would have known that he'd been breathing in as he sucked her clit into his mouth but, really, who wanted to actually think too much at this time. Just feel! As Leo's dick had grown fully hard, it's bulbous head had reached down toward her mouth and, eventually, she had plucked up the courage to stick her tongue out and flick the very tip of his cock, every so often as she pulled downward on his shaft. She began to notice that most times she did this, it would often jerk a little in her hand, almost with a mind of its own. She also noticed that it gradually gathered a little clear fluid at the single eye of his dick, which she was able to lap off with the tip of her tongue. It had an unusual, maybe slightly salty taste, which she wasn't sure she liked at first but came to find increasingly pleasant the more she licked it off. She was now trying to decide whether she should put the hard cock right into her mouth but she did not want to miss seeing the cum spray from the end, when he came. Surely, with his face buried deep between her legs, there was no way that he'd be able to signal her that he was cumming and, if it was in her mouth, she might not get it out in time to see the moment she so wanted to see, up close and live. Torn between the two conflicting desires, and increasingly liking the taste, she decided that she just had to put it into her mouth for one or two times quickly, to see what it both tasted and felt like to have the hard shaft between her lips. She lifted her head slightly on the next downward pull on his cock, opened her lips wider and popped the mushroom head inside her warm, wet mouth, closing her lips around it, then slipping back off it again, with a little slurping sound. Jenn decided that she kind of liked the sensation so she started to do this on almost every downward stroke and, as she was loving the sensation of Leo sucking on her clit a lot of the time, she would also see if he might enjoy the sensation of her sucking on his cock head as she slid it into her mouth. She wasn't all that surprised to find that he did, as his cock twitched even more when she did so and she felt him relaxing his knees a little, permitting almost a third of his cock, sliding along her tongue and the roof of her mouth, to push further toward her throat. All three of them, Jenn, Anna and Leo, were now noticeably getting noisier, and breathing much more heavily. Both Jenn and Anna's hips were beginning to move more quickly and a little more erratically as they both started to feel themselves building toward orgasms. The heat and moisture were now really building in both of their pussies and both were hoping that they might begin to cum soon, as Anna knew, and Jenn sensed intuitively, that Leo would not be able to hold his climax for much longer, with both Jenn's hand and her mouth working hard on his dick. All of a sudden, Jenn felt back his cock away from her mouth slightly, so that she just could not quite reach it. He was about to cum and, remembering that she really wished to see the initial spurts of cream from the end of his dick, he had reluctantly drawn away from the temptation of spraying it directly into her mouth and throat, as much as he might have wanted to. Maybe later, he thought, maybe Jenn might want to experience that sensation later. After all, she talked online about tasting him as well. As it transpired, it turned out a little well for both of them. As Jenn pulled downward, the initial spurt of cum from his dick sprayed out, catching Jenn a little by surprise and with her mouth still open from trying to suck the head of his cock in as he'd pulled back. With a supremely uninterrupted view of the moment, Jenn was able to see the creamy coloured cum shoot directly from the eye of his cock straight at her mouth, missing her tongue almost completely and hitting the top of her throat. By reflex action, she immediately open her throat, maybe to swallow or maybe to gasp in surprise, and the cum slid right down into her throat. Nothing ventured, nothing gained, and she let the second spray of cum do the same thing, before she closed her mouth, taking the third spurt on her lips. After that, she swivelled his dick to point more toward her neck and upper chest which was where the remainder of his cream landed. She watched every last drop squeeze out of the end of his cock as she instinctively milked it with her sliding hand. Jenn also felt Anna slide further onto her thrusting fingers and push hard against the thumb on her clit as she too swivelled upward on Jenn's chest, away from her breasts momentarily to lick some of the sprayed droplets of Leo's cum into her mouth and then move back to encircle one of Jenn's nipples and swirl the cum and her tongue around it. As she felt this, and as Leo's cock still twitched a little above her face, she finally felt the full effects of the licking and sucking of her clit and her hips pulled back, froze a brief moment in time, and then thrust forward at Leo's face as Jenn felt her moment come upon her as well. She felt another flood of wetness, a flush of intense heat for a tiny moment, almost felt like she was about to pass out for an instant, then felt the convulsions of her pussy muscles as they fired off madly in the moment she came and her hips twitched without a large element of control. She floated over the top and started to slide down the other side as Leo continued to tease her clit and also slide further into her pussy with his face to lap at her with his tongue and rotated the thumb inside her around in circles. The sensations swept right over Jenn in waves. Only moments after Jenn, Anna too fired off with her climax, bucking her cunt against Jenn's hand in a slightly irregular rhythm as the paroxysms of her orgasm swept through her body too. Then, noticeably, the pace of her back and forth movements slowed to a gentle sliding in both directions along Jenn's still buried fingers. Jenn's Awakening Ch. 01 All three started to breath more deeply and slowly, as the orgasmic sensations gradually started to subside within them. Jenn noticed as well that Leo's cock had begun to soften significantly within the grip of her fingers and, quickly, before his erection had completely gone, she sucked it back into her mouth and licked around it with her tongue, cleaning the last residual drops of his cum away from the eye and feeling it soften even further within her mouth. He let it remain there for a further moment until it felt quite soft, then pulled up away from Jenn, swivelled himself around with his legs pointing back down the bed. He rolled Jenn up over the top of him, her fingers slipping out of Anna's dripping pussy, to the other side of him and cuddled her within the crook of his right arm, her naked body up close alongside him. At almost the same time, he reached out with his left arm, to catch Anna up within it and pull her into the equivalent position on his left side. Both the girls snuggled in close and slid their upper legs over the top of his, bringing their wet pussies close to his thighs. Anna gently took one of Jenn's hands in one of hers and placed both of them on Leo's cock, lying soft and quiescent against his leg, which Jenn quickly understood to be an invitation to fondle it softly and gently. Anna murmured that he'd enjoy it and it would start the work toward building it toward arousal again. Jenn, curious, wanted to know how long that might be and was told it might take as much as a half-hour or more but, equally, with two beautiful women to play and fondle it, it might be much quicker. While the girls were doing this, Leo began sliding his hands up and down their backs softly, from their shoulders, down their spines, into the small of their backs just above the clefts of their bums. Occasionally, he stretched to reach even further down and both stroked and partially cupped an arse-cheek of each of the girls. Nice, gentle, post-play sensations flowed backward and forward through all three and they lazily started to talk amongst each other. Jenn had a number of questions about what they'd done and what they were still going to do with the rest of this first time together. Both Anna and Leo took the time, patiently, to answer each of Jenn's questions as fully, as honestly and with as much openness as they could. When Jenn told them that she was sorry if she was asking silly questions, they gently reassured her that there were NO silly questions and that she should not see them that way. She should just continue to ask. At the same time, Anna and Leo interspersed their answers with questions of their own, seeking Jenn's impressions of what she'd experienced so far, whether they had satisfied most or all of Jenn's initial most cherished sexual desires and where she wanted them to lead her next, when their bodies were ready to begin again. Jenn told them that she had felt a little like Anna had been sort of left out and had in mind a few things to try with her, if she wouldn't mind. Leo lay quietly between them, letting Jenn and Anna discuss the ideas between themselves. He decided that, if they wanted, they should commence the next phase as soon as they were ready, even though that was likely to be before him. He knew that watching them start to pleasure each other would be highly erotic for him and that it would help re-arouse him anyway. The impending pleasure of it flowed through him and he felt the first, very faint stirrings in his quiet cock between his legs, as the girls placidly continued to gently fondle him. While they were waiting, they also discovered little snippets of life information about each other of a more general nature. From their first discussions online, Leo had told Jenn that Anna and he would want to become close friends, as well as sexual partners, with her and Jenn was just now really starting to see the value in what he said that would offer her. While it was now way too late to go backward, she really started now to be convinced that she had made exactly the right decision in agreeing to play and learn with this couple, and not any others, at least initially. Soon, Leo unwrapped his arms from around Jenn and Anna and slid down the bed from between them. He stood up off the bed, pulled off his shirt which had never been removed earlier, laid it on another chair, and picked up Jenn's pretty silken knickers which had been tossed rather unceremoniously aside in the rush to Jenn's arousal. He also slipped the unfastened bra from Jenn as well and put both items of lingerie with Jenn's outer clothes. While he was up, he also slid Jenn's overnight bag onto a bench and flipped it open, so that should she want anything out of there, it would be easily reachable for her later. As he did, he noticed her two toys, the medium-slim vibrator and the "monster" dildo, nestled within her changes of clothes and underwear. He asked Jenn and Anna if they wanted them and passed them over when they said that would be good. The two girls had by now moved closer together and were beginning to intertwine their bodies, arm in arm, leg between leg. Leo moved toward the bathroom, intending to have a piss while the girls commenced their first moments of playing together. He stopped suddenly, though, remembering a promise he'd made to Jenn early in their discussions about what she wanted to see, learn and experience. He mentioned to the girls where he was going and Jenn quizzically looked at Anna, asking shyly whether Anna could excuse her for just a minute or two. Anna agreed readily and Jenn jumped up and covered the short distance to where Leo was standing quickly. She reached down and, holding him by the cock, walked with him to the bathroom. Leo suggested to Jenn that she squat beside him, with her face on the level of his dick, one hand in his, holding his cock pointed toward the toilet bowl and the other reached around behind his closest leg, then through between them to fondle his balls from beneath. Jenn made an approving "Mmmmm" sound and said that she liked that idea. So, like that, together they pointed him as he started the steady stream of golden urine. Once he was sure that they had him aimed accurately and the stream was going into the right place, Leo released his hand and let Jenn continue holding him on her own. She watched it fascinatedly as it speared toward the toilet bowl and then gradually started to wane as his bladder became more and more empty. Almost expertly, Jenn adjusted the angle for the ever-decreasing arc of the urine stream, until it reached the point where it ceased to become a fast-flowing steady stream. Leo explained that she needed to hold it steady, until the last few major spurts of urine at the end subsided, then explained to her that she needed to shake it a little gently to cause the last drops to fall off into the bowl. Jenn chuckled a little, quietly, as she did this for the first time for a man. Even if she may never do it again, she had found it a little exciting watching the whole process and holding him in both her hands again. When it was finished, she fondled him a little further then let him go, thanking him for remembering. He shepherded her over to the washbasin and gently washed both their hands with soap under the warm water. He then raised both her hands to his face and kissed them, then took her in his arms, enfolding her, pressing her naked body against him. She wasn't sure but she thought there might just have been a little twitch of life from his cock; she was almost sure she felt it but couldn't swear by it. She excused herself from Leo and turned back to Anna, jumping onto the huge bed and sliding quickly into Anna's arms. They pressed their bodies together, Jenn's ample boobs squashing up against Anna's slightly smaller ones. Leo remembered that Anna's has been much bigger once, before she'd had the breast reduction that she'd long wanted. Both Jenn and Anna cupped each other's arsecheeks and pulled their bellies closer together, rubbing their furry little mounds against each other and then each slipping a leg between the other girl's. Leo watched them moving their pussies back and forth along each other's thigh and lay down on the very edge of the bed to watch them. Slowly, Jenn and Anna slipped further and further between each other legs until, eventually, they were sort of scissoring each other, the wet mouths of their pussies firmly together in what Jenn had told them she called a pussy-to-pussy kiss. They wriggled their hips and ground their pussies and clits against each other, their breathing soon becoming heavier and coming in panting sounds. Leo listened very carefully too and thought that he was starting to hear the wet lips of their pussies sucking at each other with the clutching and releasing vacuum effect that wet surfaces sometimes exhibit. He found the sound, if he actually heard it or whether he just imagined it, to be just as erotic as watching Jenn and Anna slide their pussies along each other, and as watching the increasingly blissful looks on both their faces. Lying on the bed, his head propped on one crooked arm, he reached down to his slightly stiffening cock with the other hand, to give it a little bit of a manual help along. He gently stroked his own balls and then the shaft of his cock, alternating between the two. He could definitely feel faint stirrings, a fair way off being able to generate a full erection but hopeful nonetheless. He too began to breathe just a bit more heavily and rocked his hips back and forth just a little in the classic fucking motion, even if it was only his hand. Jenn and Anna were quite into their motion now and Leo was starting to suspect that they may even be able to bring each other off in that position. They were getting substantially more noisy too and their hands were sliding all over each other, cupping tits, bringing them up to their mouths, sucking on hard nipples, hands then diving down between their legs to brush each others clits when they could reach as well. Very soon, Jenn's skin started to flush and she began to pant even more, her head starting to move a little, side to side. Leo had seen this before, either with another girl or with him, what he believed was the "redhead effect". He was convinced that redheads were the most sexual of all women, even if they started off slow because of some form of repressed, sexually-deprived early life. From what he knew, Jenn likely qualified for that, with parents slightly protective of an only daughter and, possibly, a Catholic upbringing and maybe an Italian background, if her family name of Rossi was anything to go by. Of course, all of that might have meant nothing at all, except that he knew from chatting with her that she had reached the unusual age of between 21 and 22 before taking any actions toward her sexual awakening and fulfilment, pretty unusual in these days where many girls had their kit off and were feeding a young bloke's hard cock inside themselves, mouth, pussy or both, just into their early teenage. Leo knew the alternative was just as likely, though, having discovered Jenn's undoubted intelligence and inate commonsense; Jenn may well have just decided early that she wanted to wait until SHE felt she was ready to explore her sexuality and to be able to do it on her own sensible adult terms. Neither was more or less likely than the other and, in fact, it may even be bits and pieces of both. Leo's reflections on this were interrupted suddenly by both Anna and Jenn seemingly cumming in unison, a bit more noisily than earlier, with little squeaks and yelps seeming to punctuate the sight of their hips and pussies quivering a little crazily against each other. They moved against each other, savouring their moments, and then Anna seemed to take firm charge, sliding out from between Jenn's legs and swivelling around to bury her face firmly into the wet pussy that confronted her. Jenn very quickly got the idea and pulled Anna's hips over the top of her face too, burying her face into Anna's similarly hot and moist pussy. They both very quickly and comfortably morphed into this "69" position and Leo could definitely hear each of them slurping at the other's soaking pussy now. He started to feel the onset of the bloodrush into his cock, which hardened noticeably within his stroking hand. He wondered whether he might just watch them pleasuring each other and take himself to a climax with his hand. As the sight he was watching and his now-rhythmic sliding of his hand along the shaft of his cock, bringing more and more blood into his it and therefore firming it up markedly, he realised that Jenn had always been very emphatic about her interest in being with a male, the female sexual play being more "icing on the cake" and knew that he had to become involved in the girls' play to form the threesome again that Jenn had been promised. Hmmmm, but where to join in the fun? He could join them with hands, fingers, lips and tongue, making some sort of crazy three-way "69". Not a whole lot different to their first three-way sexual play, though. He could lift Jenn's hips up and slide his legs beneath her, angling her pussy up for presentation to the penetration of his cock into her but that seemed to sort of miss out on her seeing something about fucking first, before they moved to fully involve her body in that. He sort of knew, then, instinctively what Jenn might like him to do. He moved around behind Anna's arse and rubbed his now rigid dick up and down within the crevice of her bum. Anna and Leo had never had anal sex and he was pretty sure that she would realise, knowing their sexlife really well, that this wasn't what he was about to do. In fact, she did and lifted her pussy up away from Jenn's mouth momentarily, allowing Leo to slide his hard cock in between her pussy and Jenn's lapping tongue, which immmediately found it and licked along the slick skin of the shaft. As she licked it, her eyes opened to see it sliding both along the front of her face and within the folds of Anna's pussy. Leo angled just a little bit and, reaching down between the three of them, popped his cock head into the wet slit of Anna's cunt. Jenn readjusted her licking to lave up and down the shaft and flick his balls, running back up the shaft afterward to tickle Anna's clit, no longer covered by the hard shaft of Leo's cock. Jenn found that, actually, she could both tickle Anna's clit like that and she could also flick her tongue just into Anna's opened cunt lips, spread apart by the intrusion of Leo's thickened pole. She also had a prime position from which to watch his cock starting to slide, in short strokes, swiftly in and out of Anna's stretching pussy. She continued to lick both of them as they moved against each other, alternating onto each of the different parts, while she felt just a little momentary twinge of jealousy that she'd not had the chance to slide her pussy down onto the hard cock first. Then, in a flash of understanding, she knew that Leo was still remembering what she'd always said that she wanted; to see, to hear, to smell, to taste, to feel, and to experience everything in an ever-progressing sequence leading up to when she WOULD, with Anna's help and Leo's patience, slide this hard cock between the glisteningly wet lips of her pussy and deep within herself. Knowing this instinctively now, she worked all the harder at them and also savoured the feelings that Anna's licking and tickling were provoking within her own pussy. She was starting to feel the increased thrumming of blood flow through her pussy region and knew that she was going to cum again very soon. She was also able to taste and feel the heat generated within Anna's pussy and started to hope that she was getting close too. Leo had now pretty much abandoned the short strokes that he'd started with when he'd ebtered Anna and was pushing his hard rod deeper within her in longer thrusts. Jenn could see Anna's pussy lips being dragged backward and forth by the friction of Leo's movements. She also thought she could see them beginning to quiver a little with tiny spasms, signalling Anna's impending climax. All of this became just a little too much for Jenn to stand any longer and she quickly came first. She could feel the spasms begin in her pussy as Anna continued to lick and suck frantically at her. Jenn herself thought she was seeing fireworks exploding in front of her eyes sort of and strained to keep watch on Leo's thrusting cock through the imagined lightshow, waiting to see the final effect on both him and Anna, as this would be the first time she would ever have to see fucking going through to completion. Leo noticeably quickened his rhythm and the strokes were not quite as sure and deep, although he was still ploughing a long way inside of Anna's sopping cunt. Jenn could see that he was getting ready to spill his cum load inside of Anna and wondered what it would look like from this vantage point, whether there would in fact be anything to really see. Her musings were answered immediately afterward when Leo drew his shaft almost right back out of Anna and, almost in an instant, thrust deep back inside of her with the entire length of his dick. He wriggled and rotated his hips a little as Jenn watched the outer signs on his body of the spasming reflex which powered the creamy cum from out of the end of his cock. They were only tiny signs but she could see little muscles twitching within the area around his balls. At first, there was no sign of all the cum that he was spraying around the inside of Anna's cunt but Leo had told her, when they first discussed how wet she herself got and she had thought Anna and he would find it off-putting, that there was going to be lots more when his cum was added to either girl's own secretions. Sure enough, Jenn started to see the leaking of both Anna's almost completely clear fluids and the white-cream colour of Leo's sperm flowing back out of Anna as Leo more slowly and gently thrust in and out of Anna. It wasn't a huge flow at first but Leo had told her that gradually gravity would take over and it could start to pour out. Before that occurred, Jenn realised, a moment before Leo did, that Anna herself had not cum. Leo once again increased the rhythm of his thrusting motions and frantically sawed at Anna's sodden cunt, greatly increasing the outflow of both their ejeculations and Jenn helped as much as possible too by licking frantically at Anna's clit. Between them, they carried Anna over the top of the hill and down the other side. Her hips twitched spasmodically and she let go an increased amount of lubricating fluid and Leo's cream as her pussy lips twitched with the intensity of her climax. The outflow ran along the shaft of Leo's cock and onto to Jenn's forehead and hair, as she could also feel the increased light slapping of Leo's balls bounce against the top of her head. These were, once again, new sensations for Jenn and the intensity of it almost took her off again, oh so close to cumming a second time almost immediately. She had discussed multiple orgasms with both of them at various times and they'd told her that they could happen but were not the norm, just a special occurrence that might appear sometimes if she was very lucky. This now gave Jenn the keen anticipation that maybe she just might be able to experience this with them over this first weekend. They all started to slow their rhythms, the two girls licking at each other to clean the areas around their pussies. Leo soon slid himself backward to withdraw his once again softening cock and Jenn both saw and heard the head pop out of the seal of Anna's cuntlips. As it popped out, Jenn did her best to capture the mushroom head with her lips alone but it just eluded her. She reached back with a hand and wrapped it around, pulling the cock quickly into her mouth.