Chapter 7

David had been pushed into the back of Ashley’s mind but he still appeared before her, most often at night when she sought out some comforting physical relief on her own. Ashley would lie on her bed in the dark and bring back the sound of his voice, his laugh, and the way he looked at her, his eyes seeming to smile even when she was doing something stupid like wiping a dribble of hot sauce from her chin. She found herself thinking of David when navigating her otherwise boring life as a high school student. Ashley was happy to have such a magical hidden place in her mind to retreat to, yet just as often she chided herself for acting like some lovesick puppy. The brief moment with him was wonderful but he was gone and never to return. Soon she would leave home, leave this sad little valley and study at a university where she might find a dozen men like David. No doubt plenty of young men like Russell as well, but David, even when she had only known him for one night, remained in her mind as her incentive to make it through each day.

She of course had offers, boys from her classes trying to catch her attention and ask her out, but Ashley found she just wasn’t interested. Maybe Russell and Craig had ruined it for her, or maybe she was tired of how all the boys that surrounded her seemed preoccupied with sports and infantile sex jokes. The other girls found the boys to be hilarious, but Ashley just shook her head and walked away.

Everything changed toward the end of the Christmas break, the new year bringing in a long stretch of dry cold weather. Ashley took advantage of some warm winter sun to walk through downtown, picking up some personal items from a store and then pausing in front of the movie theatre. She was scrolling through movie reviews on her phone, wondering which film she should waste her time seeing before school started, when she noticed a much older man standing near her.

Ashley glanced up and took a step away from him, an obvious sign of her discomfort, but instead of walking away the man spoke up and introduced himself.

“You’re Ashley, aren’t you? I’m sorry to intrude, but I recognize you from school. My son was on the school debate team and we’ve met a time or two, though I guess you don’t recognize me.”

Given the reference to a former classmate, Ashley had some faint recognition of the man and the knot in her stomach loosened. “Oh, yeah. Sorry. How’s [your son] doing? Joined the coast guard, right?”

And so it went for the next five minutes, polite pleasantries about school and life and the weather, but Ashley could sense there was something more than a chance meeting and some chit chat behind the man’s intrusion on her privacy. A sudden request proved her fears to be all too correct.

“Listen, um, Ashley. If you’re not doing anything, how about some lunch? There’s a nice place just down the street. My treat.”

A sudden visceral reminder of a similar request just six months prior took Ashley over and made her take a step back. She looked up into the man’s face, knew what he was asking, knew what more he was asking for, and felt unsure of what to say. The answer was no, of course. Not because the man’s request and hidden intentions were repugnant. To Ashley they came off as a normal thing men and women played at and lived with every day. The girls she went to school with would have found the man to be old and gross or possibly laughable, but to Ashley he was just one more lonely man in the crowd.

“Um, no, but thanks for asking,” replied Ashley, trying to be firm yet polite. She expected him to get angry, perhaps pushy or even physical as he made more overt demands that she join him. Instead, the husband and father nodded and himself took a step back, apologizing for his crude request to share lunch and openly admitted what his true motive was.

“Listen, I’m sorry. I know I’m the last guy you’d want to be seen eating lunch with. I’m sure you know full well I was hoping it would go a lot further than that. I’m so sorry to put that on you. Must happen a lot.”

“Yeah, well, It’s OK. It does happen a lot, so I guess its kind of normal, right?”

“Yes, but not acceptable. I really didn’t want to make you feel uncomfortable. But you are incredibly beautiful, and much more, um, mature looking than the other girls at your school. The thought of lunch, of an afternoon of your time, just made life all of a sudden seem worth living. Seeing you standing next to me, well, I got lost in myself and felt I had to ask. Again, I’m sorry. I hope you’ll forgive me.”

Ashley shrugged and smiled at his honesty, saying in return, “Hey, nothing to apologize for. I mean, you never really asked me for anything that, you know...”

She let it trail off there, both of them understanding what remained unsaid, and just as the man was supposed to walk away, he instead stepped forward and looked straight into Ashley’s eyes saying, “Then let me ask, even if I have to apologize all over again. Forget lunch. Would you please join me for a couple of hours back in my office? I’m incredibly lonely and I’m aware you hardly know me, but maybe we could put some warmth back in each other’s lives.”

The open admission by the man stunned Ashley. Her jaw dropped and she uttered a sudden “Umm” but nothing more. She wasn’t surprised by the request, not even grossed out by a relatively fit man of perhaps 40 asking for her company and obvious pleasures, but all of a sudden she found herself seriously contemplating the possibility.

With Ashley’s pause, when she didn’t take off down the street looking for a cop, the man took another step forward and put out his hand, resting it lightly on Ashley’s shoulder while making more plain his needs and intentions. “I know you think I’m much too old for you, but perhaps I can offer something your high school dates can’t. I can only say you’d be giving me a lease on life, some reminder of what being a man is all about, and I’ll never forget you. So, I’m being totally honest here, requesting an hour of your time, of everything a woman has ever given a man. Totally one sided, I know, but please come back with me.”

The man was so polite, so nice. That was the laughable part. What he was asking for was far from polite, yet Ashley actually found herself thinking about it, even debating how she could say yes without seeming like some slut or whore.

To fill in the silence, she asked what seemed to be an obvious question. “Back? You mean like to your house?”

The man felt Ashley’s conservative resolve soften and with another step he was able to put his arm around her shoulders and whisper, “No, just back to my office. A couple of blocks from here. It’s an easy walk.”

As he led Ashley down the sidewalk, she pulled back though only slightly, trying in some way to take back control of what she had found herself in the middle of. “Wait. I mean, it depends.”

The man paused with Ashley yet also pulled her in, leaning in to kiss her cheek and saying “It’s OK. Whatever you want I’ll pay. I’m so in need of you now I’d give you the world if you asked for it.”

“No, I didn’t mean that.” Ashley was shocked at the thought of being seen as a common street hooker, but knew other men in her past had essentially paid her for similar expected services. If anything, the idea of payment made the relationship very clear. There was no relationship. No old guy expecting her to spend more time and maybe even her life with him. Sex, money, gone.

In the second it took to think this through the man had started walking again, Ashley under his arm, and all Ashley could manage to say was, “I’ve got to be home by 3.” The man only pulled Ashley in a little tighter, his hand lowering to her waist as he leaned over to give her hair a kiss. “Anything you say.”

The newly formed couple quickly made it to the man’s nearby office where the out to lunch sign stayed up for an additional hour. Compared to her earlier indiscretions this was quick and easy, indecent words of joy and wonder on his part as he took his time undressing her. Then came the expected things all men do, where he kissed her tits, felt up her ass, fucked her pussy, and in true male fashion collapsed onto her naked form while groaning out that he loved being able to cum inside of a woman. Nothing Ashley hadn’t seen or heard or done before.

As she lay back on the couch, legs stretched out wide as the man’s cock continued to leak the last of his male essence into her, Ashley couldn’t help but be amazed at what had happened. Just an hour before she wouldn’t have recognized this man’s face. Following social protocol, it would be impossible for him to pat her ass or for her to ask how hairy his balls were. Yet now they were doing much more than talking, sharing everything sacred and sinful about a man loving a woman. Ashley wasn’t sure if she had broken all the rules or if she had simply come to recognize the hypocrisy of society and called its bluff. No matter. The man was nice, the sex a good release on a cold wintery day, and the temporary if not anonymous relationship was acceptable if not fully to her liking.

That all only took fifteen minutes, the rest of the hour taken up with Ashley being urged to give the randy gentleman’s cock a thorough washing with her tongue followed by a doggie style fuck with her face pressed down into his office chair. The polite man of an hour before, so careful in his words, had suddenly grown demanding, telling Ashley to swallow his cum while making comments about her incredibly sexy breasts and telling her that her hot wet cunt was proof that she was just as in need of his services as he was of hers. Again, nothing Ashley hadn’t heard before.

At least this second rise of his pole and ball slapping release into her dark depths brought even Ashley some special joy. The man found it in him to pound into her rear for almost a quarter hour, his fingers finding and giving pleasure to her breasts and clit in all the right ways. Through the unforgiving onslaught from behind and her own liquid release that had rivulets streaming down her thighs, Ashley was again reminded of how much sex could take out of her. Maybe it looked easy to lay back and have a guy do all the work, but in the end her body was covered in sweat, her orgasm and the overall fuck by a very demanding man leaving her breathless and shaking. It took Ashley a good five minutes to find the strength to stand, then somehow make it to the small bathroom in the back where she tried to clean their shared secretions from her face and breasts and thighs, all an indication of an hour well spent.

As they parted the man pulled her back to kiss her neck, to feel up her breasts, and wax lyrical about how beautiful she was, only once indecently referring to Ashley’s ethnic heritage when he asked if all Indian women were able to fuck as well as Ashley did. Ashley just ignored that last comment, but as she began to leave he asked if they could meet again in a week. He promised a similar payment of well over the century mark, promised silence and discretion, and begged her to return. Ashley was initially reluctant but then forced to agree. She walked out into the light rain as though a customer on professional business but inwardly she was shaking, suddenly aware of what she was agreeing to, of what she was becoming.

As the week passed by Ashley argued with herself, never sure of what she would do come Saturday noon. She finally rationalized that the money was a control mechanism, a way to retain distance, the money being less important than the understanding that she made all the final decisions. And she didn’t have to wonder why this man had propositioned her instead of just turning to a real professional. Ashley was well aware of the ways of the world and had more than once driven past a particular street in a part of town where those women happened to hang out. There was no comparison. They were tired pitiful women in need of a drink and a doctor and a safe place to call home. Ashley had come to realize she was the gold standard for everything men lusted after, though it was also sad to see what they were willing to settle for when in need of someone to hold. Gross, yes, but also a part of the real world.

So she did show up, walking through the door of the office, having the man lock the door behind her and then essentially pay her to do a repeat performance of the previous week. This time he was more prepared, with towels and wipes and even a mister. That is, a small electric device to send a pleasing mist of scented steam into the air. He said that customers had noticed the obvious smell of sex, of sperm and cum and all the other precious bodily fluids they had leaked out onto the carpet and couch the previous week. Ashley blushed, thinking of how wet she sometimes had left Craig’s bed, but seemed to think it proof that the more orgasms they shared, the better.

Then the following week he wanted to pay her to have him lick her into an orgasm. Nothing wrong with a man who enjoyed pushing his tongue through a woman’s bush, but then he also pulled her head into his crotch. Nothing new, not from her experience, but Ashley really didn’t appreciate it when the guy locked her head into a vice grip with his legs as he face-fucked her and rammed himself home as he ejaculated down her throat. Such a nice man, but in the end he was just a man in need of a woman to fuck, a urinal to empty himself into.

Ashley quickly found that he liked to lift up her dress and feel her up, essentially keeping her clothing on, slipping his cock past her panties into her cunt while roughly ripping her blouse off so that he could latch his mouth onto her nipples. Rough, but not as bad as what Craig put her through, so she began to dress accordingly and tried to make him happy while taking his money.

During later visits he had her pretend to be his secretary, a fun role play that of course allowed him complete access to her body, him bending her over the secretarial desk, pushing her dress up, panties pulled aside, and fucking her in whatever position he could contort her body. Ashley learned to struggle, to pretend-fight, to first say no and then demand that he not stop. It was a little weird, a little fun, and something of a window on the needs of the middle aged man. He got into this so much that Ashley bought an outfit that made her look like your basic office worker and another that turned her into a young-ish school girl, each giving her sexually starved lover a literal rise while also being easy to launder for the following week. Men.

One thing she didn’t do is kiss him or allow him to kiss her on the lips. For all the semen he poured down her throat, and for the many times she sucked in his hairy balls, she just didn’t feel any interest in giving the guy a kiss. Maybe something she got from that old movie of a whore finding her rich prince charming, but Ashley completely understood. Sex is fine, but when it came down to sex for money, or even for the simple sake of sex with a stranger, it should remain impersonal, and kissing was just too intimate to allow. For similar reasons she never went out with him, like meeting for lunch. More than once he offered to take Ashley out, to a club he knew of that wouldn’t card her or to a week-end concert, but she always refused. She wanted her life to remain her life and to never overlap with this other unspeakable and intimate connection.

At the end of one of her visits he paid her a little extra as thanks for her agreeing to strip and play with herself for a half hour while he used his phone to video the entire session. The following hour went as expected, first a fast fuck and release of a week’s worth of his seed into her, then a slower screw on the couch, which was usually the time Ashley was able to attain some pleasure of her own. This day stays in her mind because this was when he asked if he could refer her to a friend, a similar type of man, and similar type of need. Again, only if she wanted, and totally discrete.

Ashley showed her displeasure at the request and made no promises, but with her next visit a second man was waiting in the office. Not a passing friend but another needy man with a business proposition, a plea for service, and a request that she visit him at his accountant’s office only a few blocks from her school. He was married, had kids, but needed someone to keep life from being quite so lonely. She was upset at the first man, whom she came to refer to as John 1, for allowing this second guy in on their secret, yet agreed that maybe this coming Wednesday she could pretend to drop by with some questions about her imaginary taxes.

This particular afternoon John 1 took their game up a notch, telling Ashley that he wanted her to pretend to be a school girl with a thing for bananas. He sat on the couch as Ashley played the fat yellow fruit around her pussy, embarrassed at being in some kind of show, and yet enjoying the kind of effect she was having on the man. He finally lost all control. Without even removing the rest of his clothing, he rolled her over on the carpet, ripped her cheap panties down the middle and subjected Ashley to a long simple fuck on the rug. That was fine, but then he expected a half-hour blow job, Ashley cleaning him off and swallowing his second load down.

Even that would have been just a normal day’s work, but all through her oral labors the man was busy pushing the banana through her pussy, masturbating her with the firm yellow phallic shaped fruit. Not too bad but a little uncomfortable, John 1 seeming to think hard fast and deep fucking with long fat objects was what all women wanted. Not just him, of course. Most of the men she had known so far seemed to act on that male-driven fantasy, so she put up with it.

As ever, John 1 got what he needed, sure in his mind that he had met all of Ashley’s deepest libidinal needs and perhaps even feeling that perhaps she should be paying him for the pleasure of his masculine abilities. Ashley actually left feeling a bit drained, only one minor orgasm ever appearing out of all the sperm and banana puree this guy had spread on and inside of her. Every visit to his office made her think of the joys of David, the nice young biologist with the kind words and laughing eyes. There were worthy men out there, at least one worthy of her heart. Ah well. Maybe John 2 would do better.

Or not. He was a bit short, a bit heavy, a little older, and simple sex made him happy. That made him easy, no more of the role play or sexual games she had to put up with from John 1. One thing he did enjoy was starting Ashley off with a good tongue lashing, sucking and nibbling and warming her from within, making sure she was wet and ready before trying to stick his minimal length up inside of her. Again, nothing at all wrong with a man who enjoyed the scent and taste of a well-trimmed twat.

A second welcome preference on his part was doggie style over a desk or maybe stretched out next to Ashley on the office couch, his hands often wrapped around her and tickling her clit all the way through the act. Fingers were not always a wonderful addition, John 1 being a little clumsy and rough, but this short rounder guy knew his way around a woman’s twat. Amazingly, on visit number two he took his time, fucking and diddling Ashley until she collapsed into the couch with a loud wet orgasmic explosion that she had to apologize for. He didn’t care, paid extra for the excitement, and hoped he could draw even louder and wetter releases from her in the future.

Every week Ashley chastised herself for these extracurricular activities, knowing in both mind and gut what she was to these men, what it made her out to be. But it was also a flick in the face of the perfect little girl her daddy thought her to be, a reminder to herself that there was more to life than straight As or a husband and kids. Her liaisons with these two men were dirty and immoral, and for that she found herself returning to her Johns, knowing she could walk away any time, and smiling at the thought of how much more they would promise to give her if she ever threatened to do so.

Then came a Saturday in April when John 1 welcomed her into his office only to talk her into having him drive Ashley back to his home on the other side of town. His family was gone, he had the house to himself, and he insisted that for this once he have the chance to enjoy all the joys of Ashley with her naked beauty spread out over his king sized bed. Ashley really didn’t want the extra money for the extra time, but she ignored her gut and shrugged and thought that maybe it would be nice to have a real bath after an hour spent under his large frame. She should have known better.

The first surprise was a cheerleader outfit, John 1 claiming to have bought it used online just for Ashley. He had Ashley put it on and model it for him only for him to push her back onto the bed, rip apart the side strap of her panties and suck in on her clit. Nothing new and perhaps even more than welcome for Ashley, even bad cunnilingus being a turn on. Images of Russell and Lewis floated before her as John 1 pushed his face between her thighs and drank down Ashley’s slow stream of secretions. She enjoyed it when a man knew his place.

Following standard protocol, just as Ashley pretended a wonderful orgasm, he stood and pulled her ass into his naked crotch and slid his hard testament to manhood into her. Legs up and over his shoulders, Ashley’s back on the bed and pussy impaled on his cock, John 1 let loose with a hard five minute fuck that ended with him collapsing into her arms. That was fine. Ashley expected to be forced to clean him off, harden his cock for a second run through her cunt, and then maybe a bath before heading back home. His cock was still pulsing out the last ounce of his liquid leavings inside of her when the front door opened.

Ashley heard it, the door opening and shutting, the sound of steps, all while John 1 and she were locked in their post-coital embrace. She tried to roll him off her, worried that his wife may have returned early, but he held her down, whispering in short gasps that he had invited a friend over. “I thought you’d like someone else to entertain,” he said. “I know I’m not man enough for you. That hungry little pussy of yours is always ready for more, so I had a hunting buddy of mine come by. Maybe the two of us can really make you happy.”

His words made Ashley shiver, her sweat soaked body feeling cold and a sudden burst of fear causing her to more violently fight for her freedom. To no avail, John 1 laughing, trying to ease Ashley’s fears even as his friend entered the bedroom. He was a little taller than John 1, a bit wider, his naked torso showing a chest of thick hair to match his bearded face. With only a few words passing between the men, the new John slid up onto the bed and with two handfuls of her hair pulled Ashley’s head into his crotch. John 1 finally pulled back, standing up and releasing Ashley into the embrace of her new lover.

As she attempted to come to grips with this second man, John 1 began removing Ashley’s cheerleading skirt, only for the guy whose cock was being pushed down her throat to say he wanted her to keep it on. “Never fucked a cheerleader before. Never fucked an Indian girl either. Two for one. I bet I’ll be able to keep it up all afternoon.”

Ashley was finally able to push the strange man away, freeing her throat of his leaking cock and pulling back to the headboard of the bed. Knees up and pillow in front, she cursed John 1 for inviting his friend over without telling her and expecting her to just lay back and take it. It took ten minutes of soft talk and a glass of wine to calm Ashley down. She didn’t really want the wine, but with one of the naked men on either side of her, still dressed in her slutty cheerleader uniform, she thought it might calm her nerves and give her time to think out what she had gotten herself into.

In the end, she acquiesced, her two lovers sucking in her breasts, John 1 telling Ashley how much he needed her and his friend apologizing for being so crude. They did go slow, acting like a tag team, playing with her body, massaging and kissing and sucking in all the right ways, Ashley pushing aside her indignation as her traitorous cunt began making some demands of its own. Ashley eventually found herself face down on the bed, pillows under her stomach, ass up and almost begging for the stranger to push his cock into her hole. He even had her reach back to play the head of his cock through the length of her slit, fingering her clit and playing with her tits until she absolutely agreed that he had to fuck her. John 1 laughed as she moaned out her desire, saying “Told you” to his friend.

The two men eventually sandwiched her in a three way, something Ashley hadn’t experienced since her time with Craig and Russell. She was happy that the men went slow and took their time, the two cocks working in tandem, but she didn’t get anything from it other than crude words and a double dose of their cream. John 1 was of course the one with his cock up her rear, pounding into her anal gate long after his friend had let loose his own load into her twat. All through that extra five minutes of action from John 1, the stranger kissed her face and neck, whispering out how beautiful she was and how he wished she was only his. It was kind of nice, sort of romantic, and something Ashley would have enjoyed if John 1 hadn’t been filling her rectum with an additional dose of his liquid lust.

Ashley insisted on taking a shower, then into the family room for a snack and more wine where the two men started on her again. John 1 tried to be nice even as he gave Ashley no choice or say in what she was to do with them. His friend seemed particularly taken with Ashley, saying he had never fucked a girl as pretty as her, but he also kept referring to her brown skin, her almond eyes, her being Indian and exotic, so she just assumed he had some kinky thing for Indian or Asian girls.

Ashley didn’t expect to get anything out of the gang bang other than a sore cunt and some bruises, but then the stranger surprised her. He had pulled her onto the carpet and insisted she ride him from on top, rising up and down on his generous length of manhood as he played with her bouncing tits and fingered her clit. Ten minutes on and with John 1 watching from the side, Ashley found herself rising to the moment, a wave of pleasure crashing over her, herself collapsing into the strange man’s embrace with a loud moan. Her hips continuing to grind down onto the man’s long hard length, Ashley quickly found herself reaching a second even higher wave of pleasure, and as it took her over, she found herself pulling the strange man into a long passionate kiss.

He seemed happy to return the kiss, breaking free for a breath and a dozen small kisses to her face before sucking her lips into another kiss of his own. Even as Ashley’s overpowering orgasms were starting to fade the stranger pulled her in tight, one hand holding her head close to his, another hand slapping her ass and groaning out his intent to fill her cunt with a gallon of cum. Not quite but close, Ashley very aware of his masculine capabilities as he locked her legs out wide and his balls shot out his second load of the day into her.

They both wound up gasping for air, staring into one another’s eyes, their sweat soaked bodies unmoving but for the rise and fall of their chests. As they peeled themselves apart, with John 1 making yet another demand of Ashley, she was appalled at herself, at kissing a strange man and being touched by his words of love. Sure, she was weakened by the orgasm that continued to pulse through her body. Something that wonderful didn’t happen every day. But this showed that she was getting used to what she was participating in, actually enjoying the presence of a strange man she didn’t even know the name of. Not for the first time did she wonder what she was turning into.

Yet any feeling of false romance or personal connection with her male lovers soon receded and never returned. John 1 pulled Ashley away from her intimate embrace on top of his friend, rolling her over onto her back on the carpet and pulling her knees back and over her head. This gave Ashley a close up and personal view of her well used pussy, still edged with the froth of the stranger’s seed and dripping with her own rapturous release.

John 1 kneeled by her head, pushing his throbbing cock through her engorged labia and into her well lubricated hole. This caused a good portion of the viscous cum his friend had just moments before flooded her with to come oozing out and drop down onto her face. All through the long weird fuck Ashley was given an intimate view of how her pussy embraced and sucked on a man’s cock as John 1 pumped in and out of her loins, drips and drops of their mingled precious bodily fluids continuing to drop down to her cheeks and into her mouth.

Ashley’s back was beginning to ache with the strain of the contortion before John 1 finally reached his goal and relieved himself inside of her for what must have been the third time of the day. He seemed to revel in pulling out and having his warm offerings slowly drip out and onto her face and into her mouth, saying “Come on Ashley. I bet it tastes a lot better after it’s been warmed up inside of you.” Even his friend got into the game, the two taking turns pushing their half-hard cocks into her cum-filled pussy, then pulling out and having her suck and lick them clean. That went on for many minutes before Ashley was finally given a chance to roll away and stretch her back out.