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.
