Herb nodded, his hand rubbing a bit harder, massaging her neck and shoulders and then down lower in the hollow of her back. "He does have the biggest penis around, but technique is also important in love-making. Fortunately, Cleophas has both."
Cherie nodded, relaxing to his touch. He, Cleophas, certainly did have technique, she thought as she watched his lewd, expert thrusting. Diane was going out of her mind, panting and writhing in ecstasy. The blonde teenager, feeling terribly self-conscious, would have liked to get up and put on something less revealing, but she didn't want to break the dreamy spell she found herself in or upset the all-powerful Melville, so she kneeled there in quiet docility while his hands roamed over her back. She was so fascinated and aroused with the sight of what was going on below that she felt herself relaxing under the older man's hands. Cleophas had crawled up over Diane now and with clenching buttocks was shafting the girl beneath him deeply. Cherie could hear the wet, sucking sounds of sex coming from their busy, joyous sex organs as they fucked merrily away.
Melville's other hand came over and palmed her shoulder, stroking her and calming her as Cherie trembled like a frightened doe, and then it moved down and, while Cherie held her breath, gently cupped her large, firm right breast. He squeezed it softly and then his fingertips tickled around the edges of her nipple, and she gasped in horrified anticipation. No one had ever, ever touched her breast, but now Herb was doing it, and strangely, she was relaxing to his touch.
"You have lovely breasts," Herb said. "I bet you're proud of them."
"Uh, yes…" she choked out as his hands moved back and forth between the ripe, tingling mounds. Then his hand moved inside her gown and touched the flesh of her big, round tits directly, brushing her hardening, burgeoning nipples with his palms. "Aaah," she breathed, just slightly louder than the sound of her own panting.
"You like that?"
Cherie was afraid to say no, and if she had, it would have been a lie. Having him touch her long-neglected breasts had a calming effect and she had vague thoughts of Ron Wolter, here with her, touching her breasts, and maybe doing to her what Cleophas was doing to Diane. She felt her hips begin to shake and then suddenly Herb's hand was smoothing over the agitated, gown-covered, globes of her round bottom, moving back and forth between the two ripe moons.
"This should help you relax," he said, running his fingers up and down the cleft, from the tailbone, slowly downward into the deep, warm canyon, to her perineum, just above the moistening opening of her sex.
Cherie gasped as he touched her so close to her vagina. No, it wasn't helping her relax at all. It was making her more and more aroused as she watched Cleophas lie back on the bed to let Diane climb astride him and fit the great knob of the dark shaft into her. Diane's plump asscheeks began to slowly ride up and down over her lover, taking the amazing shaft deeply inside her. Cherie knew that Herb really shouldn't be touching her like this, but he was just trying to make her relax and feel at ease after all, wasn't he? She was afraid to tell him to stop, and afraid not to tell him so. Just now, one fingertip was prodding ever-so-gently at her tender anal opening and she clenched her asscheeks and muscles reflexively, trapping the thin fabric – and two of his fingers – between them.
Down below, Diane was posting above Cleophas as if she were riding a well-trained trotting horse. It was a sight erotic in the extreme as she bounced up and down on the rigid black penis, taking nearly the whole incredible length, her head thrown back and her firm tits shaking with each movement.
Now Herb's hand was stroking the back of Cherie's thighs, and very carefully raising the hem up the back of them to bare the flesh an inch at a time. Warning alarms sounded in the girl's confused brain, but she fought against panic, remembering that the gown itself was nearly transparent and the boss would be seeing nothing that he had not already virtually seen. Inch by inch it slid up, until the hem cleared the backs of her thighs, slowly baring her luscious buttocks, and then lay bunched up on her lower back as she kneeled there in subservient surrender, exposed to his caresses. Again Cherie thought of Ron Wolter and wondered what he was doing, having no idea that less that ten feet away he was lying with his cock deeply buried in Sue Midori's pussy and watching everything that Herb did to her. He, and Herb, now saw her ripe, round buttocks and the plump, furry labia that peeked back between her slightly-parted thighs. He could see Melville stroking those lovely upturned asscheeks as Cherie peered down on the activities of the couple fucking in the courtyard. He watched Melville tenderly nudge her knees wider apart so that her asscheeks parted widlely and her pussy-lips flowered open and revealed the slick, moist inner petals and above that, the innocent, pinkish bloom of her asshole. He watched Herb put his finger there and tickle it lightly.
"Please don't," Cherie whimpered. "No one has ever touched me there."
Herb chuckled warmly. "Don't you like what I'm doing? Doesn't it feel nice?"
"Yes," she confessed, glancing away from him. "But I'm so ashamed. I mean, I've never done this with anyone before."
"Don't be ashamed. Just learn to relax and like it. I won't think any less of you for it." He ran his fingertip along the wet slit of her vagina, delving just inside the opening, feeling the free-flowing juices which she could not suppress. He nudged her knees wider still and found the button of her clitoris below the tight, never-penetrated opening. With a jerk at his touch, Cherie groaned and her bottom pushed back automatically toward the overpowering caress.
"Oh, God!" she moaned. Her hand flew to her mouth in dismay at what she had allowed to spurt from her lips.
"It feels good, doesn't it? And you can call me Herb," he told her. "So, if it feels good, you have a right to some of it." His fingers moved gently between the plump labia and around just inside the entrance of the virginal channel, careful not to ravage her hymen before the proper time came. His thumb flicked lightly at her anus and she opened her legs a bit wider, turning her hips up to receive the pleasure he was giving her.
Cherie agonized over how she was behaving, asking herself how she could do this, let this older man touch her so intimately while she brazenly gawked at the lewd display taking place below her. She was no better than those two down below. The only difference was that no one was watching her, that she was not doing what she was doing in a conspicuous place in front of an audience of undetermined number – or so she believed. As Herb manipulated her throbbing pink clitoris and stirred his fingers around just inside the tight, throbbing ring of her vaginal opening, Cherie's hips began shaking with insuppressible longing. A fire was burning through her fertile, nubile belly and was centered in that never-entered and now hungering hole that she had kept untouched all her young life and which now longed for grown-up attention.
From where Ron lay, watching the angelic young girl that he loved losing her composure through the feelings that the fifty-year-old head of the corporation was creating in her with his experienced fingers, he could see almost everything that Herb Melville could. The thin, pink inner lips of her pussy flowered open to accept his pleasurable attentions and her feminine glands gave forth their liquid reward, which coated his fingertips and began to dampen her soft muff of hair and the backs of her thighs. She was so very wet! Ron was amazed at how the shy, proud, ladylike girl had abandoned herself to Melville's intimate caresses and become as juicily aroused – or more so – as Sue Midori now was.
Melville himself, however, was not that amazed. He had sensed a hot streak in the girl when she had sat in his office while he talked to her. She had sat there unconsciously rubbing her thighs together in unacknowledged arousal at the proximity of his power, and he knew that once he had opened the floodgates of her passion she would never be able to go back to being the frustrated child of before. She might hate herself if she let him fuck her, but fuck her he would, and she would love it every time that it happened. And to make sure that she wouldn't be too hard to break through to the first time, he had given her a bit of help. At dinner, Tony the waiter had, according Herb's instructions, put a certain very special substance in the girl's glass of white wine, something to raise her libido while lowering her resistance. Nothing too strong, of course. No girl was any fun in a stupor, nor would she be likely under such circumstances to remember the pleasure he would introduce her to. He wanted her to remember everything, and want more.
Melville looked down at the ripe, round globes of her plump bottom, spread open by the position of her legs. There, her tender, vermilion anus, a tiny, tight, almost smooth dimple in the moist warm recess, peeked up at him from between the plump moons. Smiling lewdly, he brought a wet index finger from her dripping cunt and placed the tip over that tightly-clenched orifice. Gently, he pushed it in, feeling her anal tightness yield, and the girl gave a startled jerk.
"Oh! What are you doing?" she groaned in a husky voice, her breasts jiggling against his hand and the forearm that encircled her. She felt him delve deep into her rectum and her hips gave a little involuntary shake. The feeling was strange and pleasant at once and she wondered if this was how Cleophas' penis felt inside Diane. How would she ever know?
Melville kissed the side of her neck as his straightened finger sawed carefully back and forth in her anus. Cherie's hips began churning in little circles of urgency at the feelings he was raising in her and she turned her face toward him, opening her lips when he kissed her on the mouth, and then their tongues slid across one another in a deep kiss. The whole situation was so strange, she thought. So unreal. He had made no sexual approach to her nor any suggestion. He had just come in and begun to caress her, first in a comforting and then in an increasingly intimate way. At first she had tolerated the comforting and then welcomed it, but it soon gave way to exploration and stimulation of the most private areas of her body. She found that her body began to desire the discovery of her private parts and to open to it and rejoice. How was it that could she let this man, whom she really did not know, penetrate her bottom-hole with his finger and explore her inner secrets? But she felt a wonderful sensation building in her and she knew that if he kept up with this probing caress in her sensitive and innocent rectum she would come to a climax just as she had the night before while watching the pool-side sex below, and she felt thankful that she had thoroughly voided her bowels before her shower.
Herb drew his finger from her back passage and shrugged off his robe. There were other things he wanted to teach her before she came to orgasm. Kneeling on the floor behind her, he pushed her knees yet wider apart and with his soft fingers carefully spread her delicately-haired labia, revealing the pink, wet inner surfaces of her vaginal opening. With his thumbs he pulled the lips apart and his tongue reached out to stab at her sensitized, twitching asshole.
Oh, no, she thought. He's looking at it now, looking at my poop-hole, licking it! And she blushed furiously while her thighs quivered with arousal.
Melville spread her cunt open wider, until he could see nearly an inch inside her and saw the tender membrane of her hymen. He blew into her gently, and then laid the flat of his tongue full upon her open, dripping hole.
Ron Wolter increased the speed of his thrusts into Sue's cunt as he saw Cherie's mouth open in startled pleasure at the licking Melville now began to give her. Her eyes fell closed half-way and her perfect teeth bit into the back of the sofa as she gave herself up to the most intimate caress she had ever felt. His tongue laved her from clitoris to anus, up and down the furrow between her plump, furry labia, and the canyon between her ripe, round asscheeks, over and over again.
Melville knew exactly what he was doing and how to do it. He knew that a healthy young woman could not control her desires any more than a man could. If fact, women had less control once their fires were stoked, and Melville was now stoking those flames in a way designed to leave her pliable and submissive to his own desires. And he knew just how to get what he wanted. That was the secret of his success in business as well as in bed and there were many, many women who had thought they were ladies and beyond temptation until they had found themselves alone with him. Now Cherie was learning what it was like to be attractive and desirable to Herb Melville. It meant that her chances of remaining untouched and virginal through the night were very low and that her chances of being turned into a wanton and pleasure-loving woman were very high indeed. She was going to be his woman, his special woman, for sex and companionship. She was intelligent enough and beautiful enough to always be at his side, and if her mother needed money for the doctors – yes, he knew of her financial needs – then Melville would be happy to help out. He had never wanted any girl the way he wanted this one in every way, to fuck and to love and to be with. For her to have his baby, and there was no reason why they should not start on that project right now. That was why he had gone so carefully with her, without making any approach the night before. It mattered nothing that she was still in her teens, thirty-one years younger than he, or whether she would choose in the end to be the woman of an older man. What mattered was that he had chosen her for himself as his special female and that tonight – and every night for the next week and as long as he wanted her – he was going to have her tender, young body. He would because he had decided he would.
Pressing his aquiline nose squarely between the girl's plump buttocks into her tingling asshole, Herb Melville worked his tongue relentlessly into her sweet, wet vagina, tasting the inner surfaces of the smooth passage and the slightly salty flavour of the fluids whose flow she could not control. She was soaking wet, and the secretions covered his tongue and ran into his throat. Her bottom churned in little circles against his face and he gripped her thighs, pulling her closer.
Cherie had nearly lost consciousness of her surroundings. The sensations seemed to whip through her breasts and belly like a lash without mercy. Occasionally, she would focus her eyes on the fucking couple down below, but mainly her attention was focused on what was happening to her, behind her and between her legs. She knew that Herb was feasting his eyes and tongue on what she considered the ugliest and most private orifices of her body, but he kept grunting his appreciation and murmuring words telling her how sweet and beautiful she was. Apparently he truly liked the view. She herself felt incredibly vulnerable and exposed, felt that her body had lost all its privacy, felt that she was opened up to all the world to see and explore.
Ron Wolter, fucking slowly into Sue's pussy, could see everything himself. He could see Melville's lapping tongue and the girl's bubbling, steaming cunt opened and welcoming. He saw Melville remove a hand from one of Cherie's thighs and unbutton the front of his pyjama-top and shrug it off his white, chunky shoulders. Then the hand pushed down the elastic waistband of the bottom part and his massive penis began to rise from the thick and hairy bush. Ron had had no idea Herb's cock was so huge. Though not as big as Cleophas' elephantine tool, it was a good eight inches long and just about as thick. The uncircumcised head was a throbbing purple thing shaped like a mushroom, and the eye was dripping with a long string of its own lubricant. Melville's hand encircled it and began to pump it slowly, bringing it to a greater hardness while Cherie, her eyes half closed with erotic bliss, was oblivious to the giant penis that would soon be presented to her. Her hips jerked spasmodically, pushing the sweaty cleft of her ass back against Melville's worshipping face and she gave a breathy little whimper of amazed joy with each lick he gave her.
Herb was squeezing his cock hard so that it was red with urgency and the head was so purple it seemed it would explode. Ron rolled Sue over and pulled her to her hands and knees, getting ready to shaft her dog-style. He saw Herb rise from his knees and, his face wet with Cherie's juicy offerings, wipe the secretions from his mouth and cheeks. With soft eyes, Cherie looked back over her shoulder at the fifty-year-old man who kneeled on the sofa behind her. He eased her slowly out of her negligee, leaving the both of them equally naked, and ran his hands over her bare back to her shoulders and down again to her ass cheeks, stroking over and between them and down to her puffy labia which he tenderly parted with his thumbs.
Cherie was frozen with desire, fear, and questioning. Here she was, burning with half-fulfilled sensuality, as naked as on the day of her birth and knowing not why, with her equally naked boss behind her as she kneeled in a revealing and subservient position. How had she allowed herself to be put in this position, this situation? I'm a good girl, I have been all my life, and now here I am, stripped of my clothes, my dignity, and my resistance. She had let herself be cajoled and seduced to follow Herb Melville into this voyeuristic and self-indulgent scene. It was her own fault, she knew, and it was all wrong, but her body wanted more. He had left her just shy of her climax for the second time tonight, and now he was stopping, just looking down on her bare, uplifted, wide-open derriere. What was he doing? What was he going to do?
She felt his fingers carefully parting the sacred lips of her vagina, felt a soft, broad round something stretching her. What was he doing, and what was that that was stretching her open where before it had only been two fingertips? She stopped herself from asking him why he had left off from what he was doing and deprived her of the pleasure he had been offering her. She gave her hips a wanton shake as she looked down on Diane and Cleophas.
Diane had pulled her leg back over the black man, who rose and positioned himself behind her as she held her position on all fours. She watched as Cleophas took the huge, black shaft in his strong hand and directed the tip at Diane's wet and opened cunt. Then he pushed forward and the amazing instrument disappeared from sight into the girl's pussy. Cleophas began fucking her with the same strong and expert moves he had used before, and it was then that Cherie finally understood what was going on, what Herb was doing. She had had no idea that people could do it that way but now she was seeing it and she understood. Human sex organs were quite well placed for that kind of animal-style mating and she could see how really well it all worked.
"Oh, wait!" Cherie cried as she felt her tiny, unused cuntal opening stretching. "I can't do that," she said, trying to squirm away.
Herb smiled and held her firmly in place. He had the tip just centered over the tiny, teardrop-shaped hole, her labia spread on either side of the angry-looking corona. "But you can, Cherie. You can and you will. You do really want to feel good tonight, don't you?"
Cherie, trembling from her broad shoulders to her smooth, naked thighs, looked into his eyes and a tear slid down one cheek.
"Don't you?"
Cherie saw him, her all-powerful boss, poised and waiting for an answer. "Yes," she said in a tiny voice, with a slight nod, thinking of her sick mother at home. Yes, the answer you always gave to the boss.
Herb increased the pressure and Cherie suddenly felt the need to help him, to have done with all the evasion and dishonesty to herself. The painful prod he was giving her tender vagina she answered with a reciprocal push back with her hips. The penis wanted to be inside her, and her vagina seemed to want it there, but there was something in the way, something which she knew had to be breached. It seemed unyielding, tough, that hymen, and yet she helped Herb with each painful push.
Herb looked down and found his cockhead but half sheathed, her asshole spasmodically winking up at him as she countered each of his questing thrusts. Her face wore an urgent, pained expression as she worked with him to sunder her stubborn membrane. She gave a tiny, gentle grunt with each effort and he knew that her mind had given up in its resistance to her body's demands. Whether or not he was the man of her dreams was unimportant; at the present, her pussy hungered for a male presence and it was his cock that was available.
Ron Wolter stared in fascination at the lewd tableau being staged in the well-lit room just a few feet away. The girl's body, arms and legs, shook with the strain and the need. Her face was frozen into a mask of discomfort as her boss' giant cockhead hammered at the door of her virginity. Ron knew he should come to the girl's rescue, crash into the room and throw Melville from the window, save the girl from her own passions before she was fucked by the older man, seduced and corrupted to a common level.
Yes, he should toss Sue aside and crash into that bedroom, maybe leap the gap between the windows, throw Cherie over his shoulder and run away with her to safety. All those things.
And then suddenly Herb gave an audible sigh and his eyes crossed with pleasure. Cherie's eyes turned upward in her head and her pained expression gave way to one of relief and contentment and she sighed as well, in a higher voice, as her hymen tore, alleviating the pressure and leaving the way clear for Melville's penis, which slipped forward, between the tight, silken walls of her vagina, half its length, and the flaring, swollen cockhead was pushed up inside her further than anything had ever gone before.
It's too late! Ron thought and plunged his cock into Sue from behind. Too late to save her from her confused passions and the defilement of Melville's great cock. Ron retreated into the pleasurable fucking of the Japanese girl's cunt, transferring himself and the feelings in his prick to a dream position behind the lovely, no-longer-virginal Cherie's upturned asscheeks. Fuck her, Ron chanted to himself. Fuck the pink-pussied little bitch.
Melville grit his teeth and held his throbbing penis still, fighting against instantly coming in the delicate and incredibly tight vagina contracting rhythmically in fear and desire around his half-buried shaft. This was heaven, he thought, enjoying the view of the blonde submissively crouched before him, seeing her rosy-cheeked profile with that expression of relief and arousal, her smoky eyes, half-closed looking up at him with expectation, of exactly what she had no idea.
Cherie could feel her body glowing warmly, with the heat centered in her womb and in the core of her just-entered vagina as Melville's huge penis pushed between the untouched, soft walls of her love channel. She felt relieved now of the pain of her hymen and the restraint that had dictated her every action in her past life. Now she had Herb's cockmeat filling her tender belly, and she felt free, free to pursue the joy and pleasure her healthy body craved but from which she had always retreated out of personal restraint. She remembered the fear that had kept her in her life past from getting close enough to any young man to do this, this thing she was doing now with this older man who was her boss. Of course, she had been attracted to him in her naive and feminine way, to this man who held power over her and so many others' lives. She saw him now, poised over her vulnerable, trembling bottom, his craggy cheeks flushed, his hawkish nose flaring with arousal, and the thick, pulsing shaft of his penis vanishing into the cleft of her underside. She panted with a desperation she had never known before. Now what was he going to do to her? Glancing down at Diane and Cleophas, she had her answer. The large and muscular black man was fucking his huge ebony cock smoothly into Diane's pussy in long, measured strokes.
"Oh, my!" Cherie said, feeling Herb's shaft throb inside her, the cockhead like a hard knot several inches up in her belly. Herb was going to do it to her, have intercourse with her, right here on the couch, thrusting his cock in and out of her sweet, innocent vagina, in this strange, submissive position just as the two lovers were doing down below. Her first time, with her boss, and somehow she knew it would not be her last. She felt exposed and widely-stretched, but there was nothing unpleasant about it and she felt so warm all over, menaced and protected at the same time, by the same man.