‘Fantasy is fun and porn makes me playful’. Mariella smiled to herself at her own silly thought as she settled into her chair, adjusted her bathrobe a bit more comfortably around her nicely rounded frame, and switched on her computer.
It was her habit, at least two or three times each alternate week, to log onto her favourite amateur erotica site and read a horny story before going to bed.
That made sure that, in those weeks when her husband worked nights, her imagination had something to keep her fingers busy. She would read until she was well fired up, then slip off her bathrobe and slide naked into bed to bring herself to a back-arching, heart-pounding, mind-blowing, orgasm. Having her computer in the bedroom had its advantages.
In some ways she looked forwards to her fantasies. Neville had always been a rather unadventurous partner, with not much imagination and hardly any wish to experiment. So, in his absence and just in her head, she could harmlessly do exactly as her imagination and desires dictated, often following the storyline of her latest fictional heroine, but sometimes taking the story into places the author had never imagined. That way she could safely enjoy, by proxy, all the kinky acts that her mind both craved and feared.
She had her favourite authors, whose latest offering she looked for and greedily devoured, but sometimes she also liked to delve at random into the ‘newly posted’ story file, and read something she would not otherwise have chosen. Tonight was to be just such a ‘pot-luck’ story.
Logging into the story site Mariella quickly found her way to the new submissions and excitedly began to look for a juicy read. It’s alright going for pot-luck, she thought, but some subjects did nothing for her and one or two actually turned her off. So she scanned through the new submissions quickly, mentally rejecting anything that made her think ‘Yuk!’ and tagging as possible those that evoked an ‘Mmm’.
Eventually she settled on as story entitled ‘Cynthia tries it all’ by an author she’d not come across before called ‘Penpusher’. She chose it, not because the title held any particular significance, in fact it told her very little, but because her eyes lit on one paragraph as she checked through it, and that paragraph had to do with anal sex. She had read anal stories before and they always did the trick, sending her to bed with hot thoughts and busy fingers. Well, she told herself, just because the chance to do it for real has never cropped up (not that I ever would, she assured herself hastily), doesn’t mean I can’t get a buzz from reading about it. She had no idea why, but, although she had reached the age of fifty-four with a virgin bottom, she had always harboured a sort of deep down fascination for this most taboo kind of intercourse
She was tempted to go straight to the third page where she had spotted the reference to anal sex, but she decided that to do so would spoil the story and so she disciplined herself to start at the beginning. It turned out that she was glad she had, it was a hot and horny story, well constructed, well written, and full of very erotic imagery. Before she had even reached middle of the second page her hand had found its way into her bathrobe and was kneading her breast, and her breathing was noticeably heavier.
Simply put, the story was of Cynthia who, after a long and excruciatingly unexciting relationship finally broke up, found herself a new lover who was both highly sexed and very inventive. This new partner took her to sexual peaks she hadn’t reached before, doing things that she had only dreamed off and enjoying every moment of it.
Mariella identified with every word. She too had a dull sex life, and she too had wanted, longed for, someone who would make her into the kinky, sexually aware woman that Cynthia had become, except of course, Mariella had never done anything about it, and she was only too aware of the fact that the years had ticked away. So, in her mind, Cynthia became Mariella’s surrogate sex goddess by doing the things, in fiction at least, that Mariella had longed to do, and Cynthia was really showing her the way.
Before the first page was over Cynthia was being penetrated by a large black vibrator, and Mariella was already jealous. Neville would have a fit if his wife ever expressed an interest in sex toys and so she had never even held one. Sure, she’d tried ‘objects’, cucumbers were cool, in both senses of the word, and her hairbrush handle worked quite well, but the damn things didn’t vibrate. She’s tried leaning on the corner of the washing machine set to spin, but the damn thing didn’t go inside her, so she read about Cynthia’s playthings with envy.
The part where Cynthia was leaning back while a vibrator was played over her clit, back and forth, softly then firmly, had Mariella grunting as she squeezed her breast hard and shuffled uncomfortably in her seat, and then to read of it being gently pressed against Cynthia’s ‘rear entrance’ – Mariella couldn’t bring herself to say ‘arse’ – made her squirm and groan in frustration. What she would give to have any attention at all paid to her own back door.
Then the story moved on and Cynthia was next found placed on her back with her legs wide as her lover gave her clit an intense tongue lashing. Fortunately this was one ‘deviation’ that Neville did indulge in when the mood struck, for a reciprocation of course and then not often, but at least Mariella knew what that felt like. Mariella loved oral sex, both giving and receiving, and she would have loved to do it more often. Neville was not all that practised at it, and although he brought her off orally, it was a bit predictable. First his tongue would probe her hole, and then his mouth would fasten over her clit while his tongue licked and flicked it until she came. God, she thought, if only he’d do it after he’s cum inside me, mentally voicing a long held fantasy.
Cynthia’s man (whose name Mariella had missed as she skimmed through the tamer parts of the story) was a veritable expert, bringing Cynthia to a screaming climax within minutes and then repeating the feat several times. He did as Neville did, but he also let his tongue tip roam up and down her pussy, nibbling her labia between lip-covered teeth as he went. His tongue stroked Cynthia from the very top of her pussy, from where he looked into Cynthia’s eyes and winked, to the very bottom, lapping gently at her perineum and nearly, so nearly, licking her anus, before returning to lick slowly the length of her cleft.
Mariella pulled the cord of her robe, letting it fall open so that she could reach more of her own body. Settling lower into her seat to allow her legs to open, she put her free hand on her pussy and, gently stroking herself as if in imitation of that tongue, she read on. Perhaps, she hoped, his tongue would reach down to Cynthia’s bottom in the next paragraph.
In fact it was two paragraphs later when she read that his tongue “slid wetly from her (Cynthia’s) pussy hole and delved lower to circle gently around her anus”. Mariella groaned softly, her frustration growing, especially as Cynthia spread her legs wider and pulled them right back to expose herself fully and give totally unrestricted access to her behind. Mariella would love to do that for someone, even if her aging hips played up from the unaccustomed exercise. She tried to reach lower to stroke her own anus with her fingertip, but her heavy thighs and the chair arms conspired to prevent her.
In the story Cynthia was encouraging her fictional suitor just as enthusiastically as Mariella would have, wanting his probing tongue to burrow into her back door, mouthing little sibilant ‘yeses’ and moaning with hot arousal. She could picture Cynthia so clearly, her legs right back, her shaved pussy (it had to be shaved) open and wet, and her little bottom hole glistening with her lovers saliva. In her imagination Mariella could almost feel the tip of a tongue probing her own puckered hole, coating the rim with cool wet spit before pushing just a little way into her, licking, circling, probing. Oh, if only!
But there was more to come, the man stopped licking Cynthia’s anus and began to play with a finger pressed against it, wriggling it a little to find the actual entrance. Mariella gasped at the thought and eagerly read on.
“He dipped his finger into Cynthia’s soaking cunt and used the lubrication to gain access to her arse, easing his fingertip just inside her sphincter.”
Mariella read the words and gasped out loud at the intensely erotic imagery they invoked.
“Then, with a little push and twist, he introduced his finger into Cynthia’s anal canal, pushing it second knuckle deep before wriggling it around inside her.”
Mariella groaned deeply in her throat and pushed two fingers way into her pussy, wishing all the time that it wasn’t her pussy they were entering and that they weren’t her own fingers. She couldn’t read anymore, not for the moment, her eyes closed and her imagination took over. Her fingers were thrusting into her pussy, her palm held flat against her clit as she stimulated herself towards orgasm. But in her head it was someone else’s fingers delving deep into her, and she knew, with absolute certainty, that they would soon be in her bottom. Mariella was embroiled in a fantasy of long standing, something she had dreamed of for years and it soon had her thrashing and jerking to a climax, one hand hooked into her pussy while the other mauled and pulled at her abused breast.
‘Well,’ she thought when it was finally over and her senses returned to normal, ‘at least I didn’t have to wait long for that one!’ It was not the end for the night, though, for Mariella was still horny, wanting more stimulation and needing to get to the part about Cynthia’s anal intercourse. She returned her attention to the computer screen, still trembling a little after her giant orgasm.
She ‘speed read’ the next couple of paragraphs, skipping over the text until her eyes saw that Cynthia was turning over, getting onto her hands and knees ready to be taken. Then she slowed and began to read properly carefully absorbing everything on the screen.
In Mariella’s mind Cynthia was clearly pictured as the story described her, kneeling, her knees apart, resting on her elbows, with her head down and her bottom raised, so vulnerable, so enticing, and so ready. He was moving forward, shuffling on his knees until he was close enough to be able to grip her waist and pull her to him. Mariella leaned forward entranced, as if getting closer to the screen would bring her closer to the action.
In the story the man reached for a little bottle from the bedside cabinet and poured a little pool of lube into his palm, before putting the bottle back and dipping his fingertips into the lube. Mariella was surprised at this, she had believed that all sexual lubricants were gels and came in tubes, but she mentally shrugged and went back to the story. The man was now touching Cynthia’s bottom, spreading the lubrication around her tiny wrinkled entrance, making it shine with slickness. Then he rolled his fingertip in his lube filled palm and placed it back against Cynthia’s anus, pushing lightly on it to enter and lubricate the actual opening. Mariella read on, enthralled.
With Cynthia now lubricated and ready, the story now told Mariella how the man wrapped his hand around his cock and coated it with the remaining lube. Then he inched forward, holding his cock out straight before him, pointing it towards Cynthia’s bottom and guiding it until the tip rested against the little puckered hole that was Cynthia’s anus. Mariella was breathing hard again and her fingers were once more gently playing with her clit.
Then the man leaned forward, not thrusting, but just allowing his weight to press his cock into Cynthia who knelt before him, holding herself firm against his pressure and willing herself to accommodate his cock. She could, the story said, feel her sphincter muscles stretching, slowly opening as his cock nosed its way forward.
“Then her sphincter relented and allowed him to slide his cock deep into the velvety warmth of her rectum.”
As Mariella read those words a delicious shiver passed through her. She could almost feel her own sphincter expanding, forced open to allow a cock into her body, and she could feel her rectum being distended to take its girth as it pushed right into her. If only – God, if only – that could be her own real life rectum, not that of some fictional creature who existed only on the screen of her computer and in the imagination of the author. She immediately scolded herself for her envy, smiling thinly at the stupidity of being jealous of a work of fiction. It was the author’s fault she told herself, if ‘Penpusher’ had not done such a good job of bringing his creation to life she would not have been able to identify with her so well. Her fingers were now hard at work, taking her towards an uncommon second climax of the evening.
She read more, reading how he thrust into Cynthia, plunging deep into her rectum, slamming his body up against her bottom as he forced the last half inch into her. She read of how Cynthia’s initial discomfort gave way to pleasure, then to ecstasy, as she was well and truly anally reamed out. How Mariella longed to have a rock hard cock thrusting in and out of her own rectum that way. She was clenching her buttocks as she played in her pussy, trying to imagine what it would feel like to have anal intercourse. Why had that damned author turned her on so much?
Meanwhile, the words on the screen were telling Mariella how Cynthia could feel the cock inside her begin to twitch and how its thrusts became disjointed as her lover’s orgasm approached. They were telling how Cynthia prepared herself, physically and mentally for his climax and for her to take his cum into her arse, and they then told her how both came in unison, the man roaring loudly and plunging into Cynthia as he spurted his thick cum deep inside her rectum, while she held on tight and fought the waves of ecstasy that rolled emanated from her anus and rolled through her body, threatening to make her dislodge her lover. Mariella came with them, her overheated imagination identifying with Cynthia, mentally wanting to accept the fictional cum into her own real passage and feeling genuine disappointment that nothing was spurting into her body.
Mariella did not usually have two orgasms from one story, and it was unheard f for her to cum twice while still reading, but tonight was the exception and her body rose from the chair as her pussy tried to take more of her fingers than she actually possessed, surges of pleasure engulfing her and forcing involuntary thrusts and shudders to sweep over her frame.
She could take no more, still gasping and panting she hurriedly closed down her computer and, leaving the bathrobe draped over the chair as she got up, she tottered on jelly legs to the bed and slid sweating and trembling between the sheets.
For what seemed a long while Mariella lay there waiting for her pounding heart to return to normal and her breathing to quieten down. “Wow!” She said to herself eventually.
For a while longer she laid thinking about the story she had read and the effect it had had on her. Never, ever, had she been so turned on by the words on a computer screen, and she wondered whether it was the story, her own fantasy of anal sex, or a combination of both. Finally she came to the conclusion that it was neither. Instead it was the fact that she had, for the first time, thought very seriously about it happening to her for real while she read the fiction, and it was that possible reality that had done the trick. Most especially it was the line that read “Then her sphincter relented and allowed him to slide his cock deep into the velvety warmth of her rectum.” She went over that line time after time in her mind, absorbing every word, savouring the picture it conjured up, and so earnestly wanting to feel that same delicious penetration.
As she lay there she realised with something of a shock that her fingers had returned to her pussy of their own accord and the very thought of taking anal penetration had made her horny again. As she thought about it she wondered just what it would feel like to have a cock sliding into her bottom. Would it hurt, would it feel like going to the loo in reverse, what the hell would it be like? Words were fine but they could not convey the reality, and Mariella wanted the reality.
“I don’t know how yet.” She spoke aloud into the darkness of her silent bedroom. “But I’m going to get my arse fucked!” She blushed invisibly at her own use of taboo words and at the realisation that she meant every one of them.
Then, as if satisfied that a decision had been made, Mariella deliberately ignored the urge to masturbate again and rolled over to sleep.
For the next two or three days Mariella turned her resolution over in her mind, sometimes being certain she would go through with it, sometimes deciding to renege on her own decision. More than once she went back to the story and re-read part or all of it. Every time she read it she wanted anal sex, but in between times she worried about it, wondering if she would really enjoy it, and who she could get to do it with her. Then she read the story again, deliberately stopping at the line that had turned her on so much, “Then her sphincter relented and allowed him to slide his cock deep into the velvety warmth of her rectum.” The line made her bottom wriggle in anticipation and her decision was made, and this time irrevocably.
“Right!” She told herself. “You do want it, so stop making excuses to yourself and do something about it.”
One other thing she decided she must do was to post feedback to ‘Penpusher’ for his story, telling him how it had affected her and how it had helped her want to try anal sex herself. That she would do straight away, and then she would consider how to get things moving on the other front – or was it rear?
She logged in once more, turning to the story and its feedback page and beginning to type. “What a fantastic story, thank you very much. I am a fifty-four year old anal virgin and that is how I want someone someday to introduce me to anal sex. Please keep writing, I am looking forward to more stories in this series as the subject fascinates me”. It wasn’t quite what she had intended writing but it was what she felt, so she pressed ‘send’ and started to think about how to lose her anal cherry.
That, she very quickly realised, was going to be the difficult part. For one thing, who was she going to get to help her? It wasn’t going to be Neville, he’d never dream of having anal sex, and she could hardly put a notice in her window ‘anal help wanted’. The more she thought about it the more frustrated she became and the further away her dream. “Damn it, I’ll think of something!” she said turning away from the problem for the time being.
By the nature of things, her determination faded with the heat between her legs, until the resolute decision to experience anal intercourse had become a case of ‘well, if the chance comes up I’ll take it.’ Mariella knew that was a total cop out. If the chance had never arisen in the last fifty-four years, why would it suddenly come galloping over the horizon now? She resigned herself to her own wimpish behaviour and put the idea to the back of her mind.
But then an unexpected reply to her feedback email brought things back to the fore. ‘Penpusher’ had replied to thank her for saying nice things about his stories and to say that if she ever got around to trying anal sex, he was sure she would enjoy receiving it as much as he did giving, adding the rider that she should be careful who she chose as a partner, as a caring, patient introduction would help enormously. ‘Thanks’ she thought, that really helps. Now I’ve not only got to find a willing partner but be choosy with it – as if there was a queue. But she appreciated his concern and giggled at his expression ‘make sure you don’t get a bum deal’ with which he closed, and settled down to write back. Then she noticed that he had added her to his Messenger list and she was being asked to ‘ok’ the connection. She clicked ‘yes’ with few reservations, knowing that he could always be blocked later.
Her email told him that she was fascinated by the idea and that “you never know, maybe someday I will get the chance to experience anal sex, but it would have to be someone considerate as I’m apprehensive about it if I’m honest.”
His reply was prompt and to the point, reminding her that if she didn’t follow through she would always speculate about it and always regret not trying it. “Yes, I know,” she thought to herself, “I don’t need telling that!” The idea was back on the agenda.
More conversations with ‘Penpusher’, aka ‘Leo’, followed, but now generally via Messenger where her ‘nom de plume’ was ‘Arealtreasure52’. Usually they were about innocuous subjects, especially story writing, but always in the background there was an undercurrent of sexual flirting, nothing overt, but present nonetheless. Occasionally the subject of her desire for anal sex would be mentioned, and would end with her getting the same advice; ‘do try it, but with somebody patient.’ Easier said than done. She enjoyed their chats but was exasperated at what Leo saw as an easy task and she found extremely difficult. That of knowing where to find a suitable anal partner.
The whole subject of anal sex was now taking on a life of its own. On those nights when Mariella slept alone it seemed that whatever story she read, her mind would go back to Cynthia and her lover, and she would masturbate to the images generated by a sentence that still echoed around inside her head. “Then her sphincter relented and allowed him to slide his cock deep into the velvety warmth of her rectum.” Oh God, how she wanted to feel it for herself.
A few nights later she was chatting with Leo when there was a long pause between his messages, then came the chime and a message appeared on the screen
Penpusher: “What have you done about realizing your fantasy?” He had been summoning up the courage to ask
Arealtreasure52: “What fantasy?” She knew very well what fantasy, but somehow didn’t want him to think it was her only one.
Penpusher: “That of getting your bottom filled.”
Arealtreasure52: “Nothing yet, it’s not as easy as you seem to think.” Mariella blushed as she typed.
Penpusher: “So you’re not really serious about doing it, then?”
Arealtreasure52: “Yes, of course I am, I can’t stop thinking about it.”
Penpusher: “Mmmmm, I would like to hear about some of your thoughts!”
Arealtreasure52: “Like what?” She thought him cheeky, but his directness had a strange appeal.
Penpusher: “Like what you think about when you’re fantasizing about anal intercourse.”
He paused then sent another message before she could answer.
Penpusher: “Have you tried playing with your own bottom in bed?” Mariella went scarlet, of course she had.
Arealtreasure52: “A little bit.”
Penpusher: “Tell me how?”
Arealtreasure52: “With my fingertip”
Penpusher: “Inside or outside?”
She knew what he meant, but why was she answering these very personal questions?
Penpusher: “Was it nice?”
Penpusher: “So you know you’ll enjoy being fucked there, then?”
Would she ever! She was feeling as randy as hell just talking about it on the internet.
Arealtreasure52: “As soon as I can figure out where to find a partner.”
Penpusher: “Have you tried the internet?”
Arealtreasure52: “I don’t know anyone on the internet who might be right”
Then it was Mariella’s turn to send a second message before a reply came.
Arealtreasure52: “Except you. Would you like to come and do it?”
Only after she had pressed send did Mariella realise the implications of what she had written. He actually lived about sixty-five miles from her, a long way, but not impossibly so. He could actually take her up on that offer, and she wouldn’t mind. For the very first time she had made an actual step towards fulfilling her dream. But was it to the wrong person? Very soon she would either be one online ‘buddy’ short, or be turned down, or be on her way. She had written out of impulse and need, and now she wasn’t sure if she should have. Her uncertainty grew as time passed and his reply didn’t come. Then suddenly…
Penpusher: “I’m not sure if you mean that. If you do, then the answer is yes, but if you don’t, please don’t be offended by my acceptance.”
Mariella took a deep breath.
Arealtreasure52: “I meant it, and I welcome your acceptance.”
There was another pause, not quite so long this time, marked by the pounding of Mariella’s heart and the dryness that invaded her mouth
Penpusher: “Ok, let’s leave it there for now. Think about it overnight, then we’ll talk tomorrow and arrange something if you still want to do it.”
Her PC played the door closing sound as Leo logged off, and left Mariella sitting staring at the screen wondering what she had done.
She was still wondering as she lay looking for sleep that night. She went over things in her mind time and time again. It was an established fact now as she was concerned that she intended to experience anal sex, so that didn’t need further thought. But what did need careful consideration was the question did she intend to actually do anything about it in the very near future, and the answer now was a resounding ‘yes’.
With those things out of the way came the question, should she have offered her anal cherry to Leo, who she only knew online as Penpusher, and who could actually be the world’s biggest mass murderer. ‘But then’ she thought ‘so could Barney’. Barney was the mild mannered dentist who lived next door.
She thought about it some more, realising that whoever it was going to be had to be a stranger. If she offered her bottom to any friends or acquaintances and they turned her down, Neville would no doubt hear about it within hours, and, if it was to be a stranger, then Leo, or Penpusher, was as good a choice as any. If he could write about the act so well, then there was a good chance he’d be equally practised at performing it. This, she reasoned, was no time to trust her bottom to an amateur.
Now, decision made, she began to look forward to it happening and her fingers found their way between her legs. For a little while she played gently with her clitoris, just softly massaging it, keeping herself horny without pushing herself towards a climax, and all the time she fantasized about Leo’s cock entering her bottom. The sentence that had triggered it all kept returning to her thoughts, but now personalized into “Then her sphincter relented and allowed Leo to slide his cock deep into the velvety warmth of her rectum.”
Eventually, of course, such thoughts had their effect and her body demanded release and satisfaction. Mariella threw back the duvet, opened her legs wide and began to masturbate in earnest. ‘Oh Christ, let it really happen’ she prayed to herself, still thinking about receiving Leo’s cock into her anus as her fingers flew over her clit. ‘Let me take it, all of it, let him cum up me’, her arousal was fuelling her fantasy as she imagined his cum spraying deep into her. Her orgasm was powerful, strong enough to have her backside rising from the bed and her eyes squeezed shut, and to make her call out loud “Yes, up my arse, yes!” as her imagination fulfilled her fantasy.
Afterwards she lay back, glad that hers was a detached property and that nobody would have heard her shout, and feeling rather shamefaced at having done so. But at least she was now certain, if Leo really would do it, she really would let him.
The next day she was logged on and waiting for him long before his usual time, and when he did eventually appear, instead of her customary ‘Hi Leo.’, she greeted him with ‘Yes Leo.”
Penpusher: “Hi Mariella. Yes? To what we talked about?”
Arealtreasure52: “Sorry Leo, Hi! Yes, to what we spoke of yesterday, I want you to do it.”
Penpusher: “You sure?”
Arealtreasure52; “I’m so sure that if you were here right now I’d be bent over and waiting.”
Mariella felt hot enough for that to be true.
Arealtreasure52: “As soon as possible?”
She didn’t think she could wait much longer than that.
Penpusher: “Tomorrow then. Where?”
Arealtreasure52: “Can I come to you? It would be more discreet for me.”
She knew that Leo was single and lived alone, or at least, that’s what he said, and she’d soon know now if it were true.
Penpusher: “I’ll email you my address and some directions. Just arrive as soon as you can, I’ll be in all day but the sooner you get here the longer we’ll have.
So he did live alone then. Mariella was relieved. Now she wanted it to happen as soon as possible.
Arealtreasure52: “Can it be in the evening? My husband is on nights. It can still be for as long as we like.”
Penpusher: “It certainly can, evenings are more cosy anyway. The same thing applies, just turn up as soon as you can.”
Mariella did a bit of mental arithmetic and then took the final step.
Arealtreasure52: “I’ll be there about eight tomorrow night, is that ok?”
Penpusher: “I’ll look forward to it. And I mean that. Now I’ve got to go – some shopping to do. ‘Bye until later.”
Then, without another word, Leo logged off and Mariella was whispering goodbye to her computer screen, her heart hammering once more. It’s going to happen, she marvelled at her own daring, her mantra repeating itself in her head as she looked forward to it becoming reality.
“Then her sphincter relented and allowed Leo to slide his cock deep into the velvety warmth of her rectum.”
The moment Neville left for work the next evening Mariella raced upstairs and changed into her most alluring underwear, leaving the house less than ten minutes after her husband, and she as ringing the doorbell to Leo’s bungalow at twenty minutes to eight, just as it was getting dark.
The door was answered by a tall grey haired man, maybe a few years older than herself and a little schoolmasterish in appearance, but with a welcoming smile on his face.
“Hello Mariella, nice to meet you, you’re good and early.”
Mariella didn’t want to appear too keen. “Hello Leo. Yes, I thought I ought to try and get here while I could still read the house numbers.”
“Well, welcome anyway, won’t you come in?” He backed away down the narrow hall to let her enter.
He led the way down the hall and turned into one of the rooms; Mariella followed and found herself in his bedroom. She stopped with a jolt, the reality of the situation hitting her hard, even though she both expected and wanted it. The bedroom itself was nice enough, the curtains were drawn and it was illuminated by two soft bedside lights, but it still caught her by surprise.
“I know it’s pushing things a bit, but if we go into the lounge I’m not sure we’ll ever get up the nerve to come in here.”
“I agree,” she said after a minute. She could see exactly what he meant and, after the surprise had worn off, she could see the sense of it. If he wanted to keep the momentum going like this, then so did she and so she began quietly to undress. Now her heart really was hammering, it had been many years since she had last been naked with a stranger.
At the opposite side of the bed Leo was also undressing and she caught her first glimpse of the cock that she expected her sphincter to admit. For some reason she was not at all surprised that he was circumcised, even though Neville was not.
Without saying a word they both clambered into bed simultaneously, Leo pulling the duvet over them as they settled themselves lying side by side, ramrod straight like a pair of toy soldiers. Mariella’s mouth was dry, her hands were clenched into nervous fists and she was trembling with trepidation at what was to come. Leo turned his head cautiously to look across at her, meeting her gaze as she looked timidly back at him across the hundred mile gap between them. Both of them were wondering if they could really go through with it, and unsure what to do next.
It was Leo who broke the impasse, the absurdity of the situation coming home to him. Here they were, two grown adults, having agreed on a course of action and now too scared to carry it through. What exactly was he more scared of? Making love to the woman next to him – even if not in the usual way, or of feeling a complete fool by chickening out now? He came to the conclusion it was probably the latter and smiled broadly.
He raised his arm to encircle Mariella’s shoulders. “We’ve come this far, we might as well say hello properly!”
Mariella smiled shyly and raised herself a little to allow his arm to go around her. Then she allowed herself to be drawn a bit closer, shuffling across the acres of bed until she was skin on skin with him but still side by side and still as stiff as a board.
Leo let this remain so for a minute or two, and then he encircled her shoulders more firmly and drew her closer, making her turn slightly to face him as he pulled her nearer. Mariella allowed herself to be drawn close with some relief, she had wondered if it was going to have to be her turn to take the initiative, and she wasn’t sure she was ready for that. She turned onto her side, resting her head on his shoulder and letting her arm fall across his chest. She nearly let her leg automatically go across him, but managed to hold back with that, still not ready for the intimate contact that would cause. As it was her naked breasts were resting against his side, a much more intimate contact than anyone but Neville had ever had with her.
Leo didn’t push things, her simply bent a little to plant a soft affectionate kiss on her forehead and then caressed her shoulder with the arm he had around her. Then there they stayed while they both learned to relax other’s presence and to accept each other’s touch. Mariella, much to her own surprise soon found that her fingers were playing gently with Leo’s nipple, having discovered it of their own accord, and Leo kissed her forehead again, this time leaving his lips in contact with her skin.
Gradually, bit by bit, often unnoticed to themselves, they relaxed and began to enjoy the contact between them, and Mariella’s leg finally laid itself over Leo’s thighs. It wasn’t until she moved slightly and abruptly became aware of her pubic hair touching his thigh, that Mariella realised that her leg was across him. She then also became aware that she didn’t mind, in fact she actually enjoyed the contact. At long last she was able to let herself smile with pleasure and to think to herself that everything was going to be as they planned.
Soon she raised her face to him to be kissed on the lips, but she was too far down the bed and had to squirm upwards a little to get within range. She enjoyed the kiss, it was soft and gentle, opened mouthed but not full on sexual, and lasted long enough for them both feel its effects. Leo wrapped both arms around her and pulled her even closer, smiling into her eyes as the kiss eventually ended with a little mutual ‘mmm’ of pleasure.
Mariella was now lying half on top of Leo, and both his arms were around her, his ‘free’ arm stroking her back gently from shoulder blade to the first curve of her buttock. For her part Mariella was running her hand up and down his chest, touching his nipple then tracing the line to his hip, carefully not straying to where she sensed his erection to be. She wasn’t quite ready to grasp that particular nettle yet, even though her leg lay over his balls. They looked at each other and kissed again.
Neither of them had so far spoken a word since Leo first put his arm around her shoulder, and Mariella was glad of the silence. It allowed her to marshal her thoughts and to come to terms with what she was doing without having to think about what to say to her comparatively strange bed partner. Their communication so far was all by means of movement, one leading them towards the next step and the other following. It had led them to each other’s tender embrace and affectionate kisses, so why would verbal communication be needed?
Leo’s hand was still tracing gentle lines across the skin of her back, but now he changed the area so that it included the side of her breast and the swell of her bottom as far as he could reach. Mariella luxuriated in the gentle attentions of this man, moving herself slightly to allow him to fondle all of her breast and to stroke more of her bottom, enjoying his touch immensely. He kissed her briefly and fondled her breast, rubbing her nipple with the pad of his thumb and bringing it to life, before reaching as far down as he could to caress her bottom almost into the crease. She wriggled a little further up to increase his reach, resting her thigh momentarily on his erection before moving her weight.
Now she was actually beginning to feel sexually aroused, her nipples were hardening under his touch and her pussy beginning, just beginning, to moisten. She moaned very softly and reached her hand down to wrap it around his cock.
Leo’s cock was noticeably long and quite thick, and Mariella fondled it wondering if she was going to be able to cope with it penetrating her bottom. Not that she was backing out, far from it, she was now looking forward to being anally fucked and the bigger the better. She just wondered if she was physically able to take it, or if she would have to be disappointed. There was one way to find out and she was determined to try it.
The next time that Leo’s hand wandered down to her buttock Mariella deliberately moved, sliding sideways and rolling slightly so that she finished lying flat on her stomach alongside him with her legs a little apart. Now, she assumed, he would have to concentrate on her bottom.
She had assumed correctly, Leo instinctively knew what she wanted and focused exclusively on her bottom, massaging and caressing her cheeks, sliding his finger between her thighs to fleetingly touch her pussy, then finding their way between her buttocks and almost touching her anus. Mariella’s breathing began to quicken and her heart to beat faster. The feel of his hand moving over the flesh of her bottom was so stimulating, so arousing, promising complete fulfilment of her dream
Mariella spread her legs a little wider, raising herself just slightly as she did so to let Leo delve deeper between her cheeks. Once again he seemed to know hat she wanted and let his fingertips stray into more intimate places, dipping slightly into her pussy, running fingertips deep into her crack, letting them bring a moan to her lips as they moved across her anus, lubricating it slightly with juices carried from her pussy before drifting on. Each time he found her pussy he ventured further inside until he was inserting two fingers into her as far as he could reach, but without ever staying. He thrust into her, and then frustratingly pulled out to begin his travels once more.
Several times on his wanderings he let his fingers touch her anus without pausing in their travel, but then suddenly on the next pass he stopped them right against her back door, one of them actually lodged against her puckered hole. She lay there rigid, so excited she could hardly move and too scared to do so anyway. This was it, this was going to be the first ever penetration of her bottom by another person. Then his hand moved away again.
But Leo hadn’t gone far. He had removed his hand so that he might reach into his bedside cabinet and take out the little bottle of lubricant that he had written about. Mariella turned her head to the side to watch him. He did just the same as he had put in his story, pouring a small pool of lube into the palm of his hand and then rolling his opposite fingertips in it.
“Can you raise yourself onto all fours please?” He asked her.
These were the first words that had passed between them. Mariella willingly complied, kneeling with her bottom held as high in the air as she could go, waiting excitedly for Leo’s next move. Again he followed part of the script he had set for Cynthia, applying a little around the rim of Mariella’s anus before lubricating the actual opening. Mariella tensed expectantly.
“Relax, it won’t hurt.”
There was the hint of a chuckle in his voice, laughing, Mariella believed, at her naivety. But he hadn’t moved away from her entrance, in fact she could feel his finger tip wriggling and pressing gently as it tried to gain entry. She could also feel her bottom relaxing and allowing him in. The line from his story jumped into her mind again; “Then her sphincter relented and allowed him to slide his cock deep into the velvety warmth of her rectum.” It wasn’t his cock yet, but her sphincter was letting him in. Then she felt his finger push into her, and she had finally started the journey that she had dreamed of.
The sensation was not what she expected, it was pleasant, nice even, but different. There was no way to explain it, but she liked it, she liked it very much in fact. Having gained admission Leo began slowly sliding his finger in and out of her, pushing it full depth, then withdrawing to the tip. Mariella groaned with pleasure, her pussy lubricating jealously at her bottom’s enjoyment.
Suddenly she felt a cold wet sensation just above her anus and jumped slightly in surprise.
“It’s ok,” She heard Leo’s voice. “It’s just a drop more lube.”
He had poured a little into her crack to allow it to run down to where his finger entered her body. It soon became clear why he had done so, because he gently insinuated a second finger into her to lie alongside the first. This time she felt her sphincter stretch quite a lot to accommodate this second intrusion and she was not entirely sure that she liked it. But then, as her entrance accustomed itself to two fingers she began to take pleasure in having them both inside her. The sensations she felt from one were now magnified as her bottom was made fuller by the two and the walls of her rectum fitted more snugly around them. She also realised that he was preparing her for the much greater invasion of his cock, something she now looked forward to with a hammering heart and bated breath.
Leo kept thrusting into Mariella’s rectum with his fingers for, sometimes going deep, sometimes entering only a little way, sometimes doing it gently and sometimes with force, and all the time Mariella knelt letting out little gasps and whimpers at the pleasure being generated in her bottom. She was enjoying the feel of him inside her, and waited for the next, vital step with rising expectations. She was now sure that, not only would she be able to contain him, but she would actually reach orgasm from being anally fucked. She could hardly wait.
Then he moved around to kneel behind her, and she knew that the moment had finally arrived. Now she would finally know what it was like to experience anal intercourse, that forbidden intercourse that she had so long wanted to try. She felt him open the cheeks of her bottom with his fingers and apply a little more lube. Then she felt him shuffle closer, and her heart pounded in anticipation, waiting for that first contact. The contact came, she felt the head of his cock nudge against her anus while his fingers held open her bottom, and she knew he was gazing at her most private place, lining up his cock ready to enter her.
She wondered briefly with some trepidation what he would do and how he would set about penetrating her, but then she felt a gentle pressure against her entrance. He was not thrusting at her, but, as in his story, he was leaning himself against her and letting his weight do the work. She held herself still, not pushing back, but not letting him move her forward either. The pressure increased and she felt her sphincter begin to stretch, opening little by little as the head of Leo’s cock sought entry. He leaned a little harder and she had to hold herself steady against it. Her bottom opened a little bit more and she could see, in her minds eye, her tight little hole spreading and his cock partly inside. Then it was there. She felt his cock enter her, sliding smoothly inside, and her anal cherry had finally disappeared into history. She gasped with the intensity of the sensation and the pleasure of it, the line from Leo’s story coming into her mind for the last time as she felt him start to thrust into her for her first anal fuck.
“Then her sphincter relented and allowed him to slide his cock deep into the velvety warmth of her rectum.”