Room Service Writ Large

"An older woman is inspired to indulge in her biggest fantasy."

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Julia had never seen a hotel suite quite like it. The Premier Suite, hers for the week due to an over-booking, was exquisite: two levels, spacious, and luxurious; with modernist decor, a silk-sheeted king-size bed, floor-to-ceiling windows overlooking the city skyline, and several adjoining rooms.

When her firm booked her into a five star hotel for an out-of-town convention, she knew her room would be lovely, but this was far beyond her expectations.

Having kicked off her stylish but slightly uncomfortable open-toed heels, she nursed a glass of chilled white wine from the fully appointed bar and admired the dazzling view of the night-lit city.

In her late fifties, Julia was still a handsome woman by any measure: straight black, shoulder-length hair, sparkling green eyes, sensual lips, and a fecund, curvaceous figure that bordered on Rubenesque. She was admired by her friends — both female and male — for her chic sense of style and understated charm. Her looks and personality had always been a draw to men, yet her relationships with the opposite sex — unlike her professional life — had sometimes been a source of frustration. Though she had a romantic soul and was very highly-sexed, she had become somewhat shy of commitment since her divorce the previous year. In that time, she had seldom dated; preferring to enjoy an extended period of solitude. That said, her physical desires were strong, and abstinence was not a happy state for her. She craved the passion, excitement, and physical fulfilment of the bedroom. She yearned to be made love to by a man, yet she was not ready for the emotional attachment of a long-term relationship just yet.

She sipped her wine and scanned the business card she held between her manicured fingers. It had been given to her by a female colleague and friend; a woman of means, who had quietly yet forcefully encouraged her to call the number on the card some night when she found herself alone for the evening and in the right mood for some zesty adult fun. That particular evening was just such a night. The card was simply but tastefully designed and presented only the following information: “Eve’s.  Uncompromising pleasures for the discerning woman.” There was also a local cell number to call.

Julia poured herself another glass of wine and continued to flip the card between her fingers, staring at the number. Twice she picked up her cell phone, her hand trembling ever so slightly, before putting it down again. The wine eventually helped steel her nerves.  She took a deep breath and pressed the numbers with her fingernail.

A very professional-sounding woman answered. Julia tried her best to mask the nervousness she felt, but her dry-mouthed stammer betrayed her. She soon opted to be forthright, confessing to the woman that she had “never done this sort of thing before”. The woman was instantly reassuring; the tone of her voice warm and supportive.

“What kind of gentleman were you looking for,” she asked.

“Oh, you know,” answered Julia, her voice still quavering, “Just your average gorgeous, sexy, and urbane ladies’ man.  Endowed with… sizeable charms.  Nothing special.”

The woman laughed softly on the other end of the line.

“I think I have just the man for you,” she said. “Evan. Picture Daniel Craig’s James Bond: piercing blue eyes, sexy jaw line, short-cropped blond hair, and a body to take a girl’s breath away.  All that plus charm and brains to spare.”

“That sounds lovely,” replied Julia.

Julia recalled Eve’s website, with its list of services, etiquette guide, and the searchable gallery of men with tasteful photos and vital statistics.  Unless she was mistaken, there was an “Evan” whose chart listed his penis size as “Huge,” and a bio that read in part, “If he charged ladies by the inch, they’d need a second mortgage.”

Julia felt her heart beating in her chest and her hand shaking as she summoned the courage to make an additional query.

“Can you tell me… I mean… Um …,” stammered Julia.

“Yes? Please don’t be embarrassed or afraid to ask anything at all,” the woman responded gently. Julia felt her face go flush.

“Is he… ‘big,” she asked timidly.

“Oh, you shouldn’t be embarrassed to inquire about that,” she said. “You don’t have to hide the fact that size is important to you. And yes, to answer your question, Evan is actually extremely well endowed. Some women find him a bit intimidating, actually, so I’m glad you asked, though we’ve never had any complaints. I always warn clients that he’s eight inches soft; a true eleven inches long and seven and a quarter inches around when fully aroused,” she added matter-of-factly.  “Not for the faint of heart.”

Julia’s eyes widened as she silently mouthed an ‘Oh my god’. “Is he married?” she blurted jokingly without thinking.

“I beg your pardon?” asked the woman.

Julia suddenly felt embarrassed. “Just kidding… Sorry. That’s, um, well, ‘huge’, as advertised”.

Though she judged Evan’s vital statistic to be prohibitive in any practical sense, she had to admit that his alleged size appealed to her at the level of fantasy. She had decided in advance to go no further than a massage but felt that a little visual turn on might not be so bad, especially when the man in question possessed something that spectacular.  A massage, she rationalized, was not paying for sex.

“Would Evan be free this evening, perhaps eight o’clock?” she inquired.

“Yes, he would,” answered the woman. “Perhaps I should explain the fee structure,” she added. “A basic one hour out-call massage is two hundred and fifty dollars. Clients may choose to experience the massage in their bra and panties or in the nude; likewise, Evan can perform the massage in the nude for an additional two hundred and fifty dollars. ‘Full service’, which you are not required to commit to now, would require an additional ‘donation’.  An additional one thousand dollars is a suggested donation in that case.”

“I see,” replied Julia, her voice still betraying her bashfulness. “I think I’d like to book the five-hundred-dollar out-call massage.”

“Wonderful. You’ll love it, and he’ll pamper you, I promise.” The woman took down the details and out-call information and ended the call.

Julia checked her purse for the stack of crisp one hundred dollar bills — her fingers still trembling — and checked the time: just past six o’clock.

About half an hour before the appointed time, still nursing her wine, she readied herself for her appointment. Jazz played softly over the suite’s sound system as she stood before the wide mirror in the marble-appointed bathroom. She stripped off her cocktail dress and silk stockings and appraised herself in her lacy bra and thong panties. Though she was fleshier than she had been ten years ago, she remained happy with most of what she saw. Her conspicuously large breasts were still fairly firm, with little sag; her waist slim, her thighs and legs still shapely. She adjusted her 34GG bra and brief panties and slipped on one of the large, terry-cloth robes provided by the hotel. Last, she put her long black hair up and touched up her makeup.

As eight o’clock approached, her nervousness intensified. Though it was too late to back out now, she wondered if she was still up for her private little adventure. She calmed her nerves by rationalizing to herself that it was simply a massage, nothing more.

She was pouring herself yet another glass of wine when she heard a knock at the door. She felt her heart beating in her chest as she opened the door. Standing in the doorway, a large leather bag strung over his shoulder and a large, portable massage table case at his side, was an extremely good-looking man in about his late twenties. He was just as the woman from the agency had described: slim and tightly muscled in his form-fitting back t-shirt and pants; perhaps 6′ 1″ to her 5’ 2”. He also had a gentle but dazzling smile.

“Julia?” he asked in a voice deep enough to induce a little shiver in his client.

“You must be Evan,” she replied with a shy smile. “Please some in.”

“This is beautiful,” observed Evan as set down his equipment and marveled at the spacious suite. He sensed Julia’s nervousness and put his charm to work immediately; chatting amiably with her and trying his best to put her at ease. He had experience dealing with women who had never hired the services of someone like him before, though it was rare that they were as attractive as the woman who stood before him in her terry-cloth robe. He knew instinctively what to say to women like Julia, how to put them at ease, and to keep a relaxed, neutral conversation going in a way that didn’t seem contrived.  She soon began to relax a little, finding him genuinely charming and polite, and very pleasant to look at. She offered him a glass of wine, and the two of them continued their easy going small talk while he set up the surprisingly sturdy-looking leather massage table, laid out towels, scented candles, and massage oils.

“This is for you,” offered Julia, feeling a little awkward as she placed five new one hundred dollar bills on the table next to the large floral bouquet. Evan smiled at her and nodded. The flasks of massage oil were soon warmed to the appropriate temperature in the portable heating units. Evan adjusted the dimmer switch. The soft lighting, ambient music, and scented candles combined to create a warm, romantic, and relaxing atmosphere.

“Is this your first time?” he asked in a gentle tone of voice.

“Is it that obvious?” replied Julia, blushing once again.

“Not at all,” said Evan. “But just in case it was, I wanted you to know that I’m here for you. My job is to get you to relax and enjoy this as much as possible, okay?  This is about your pleasure. I’m going to take very good care of you, Julia. I’m just going to slip into the bathroom for a moment.  Why don’t you remove your robe and get comfortable face down on the massage table.”

Evan closed the bathroom door behind him and Julia quickly removed her robe and lay down on the table, still in her bra and panties. With her head turned to the side, she watched as Evan emerged from the bathroom. He had stripped down and wore only a small white towel around his waist. The towel was slung low, exposing his taut lower abdomen, and covered him to about mid-thigh. She felt her chest beat once again as stole quick glances at his impressive frame. His body was deliciously tanned and toned; with strong, broad shoulders, a sexy chest with a smattering of chest hair, narrow waist, and a flat, washboard tummy. She became dry-mouthed at the thought of the alleged endowment concealed beneath his fluffy towel.

Evan approached and leaned in close enough for the scent of his cologne to fill her nostrils. “Julia, are you sure you wouldn’t enjoy this more in the nude? Your lingerie is gorgeous and looks expensive – I would feel awful if I stained your bra or panties with massage oil.”

“Oh, of course,” she answered dutifully; trying her best to seem non-plussed about taking off her clothes in front of a man she’d only just met. Evan tried not to smile. His clients were often not especially attractive, but Julia was different. Her body was delicate yet voluptuous: comely legs, curvy derriere, very large, buoyant breasts. Although he busied himself with his oils and towels while she finished disrobing, hers was a body he looked forward to pleasing.

Julia sat up, her heavy breasts undulating in her lacy bra, and reached back, her fingers fumbling with the clasp. Released from their confines, her firm but formidable breasts jutted out atop her rib cage; disproportionately large for her smallish frame; the saucer-size, rose-coloured areolas already slightly aroused and puffy. Evan thought her breasts exquisite. Next, she quickly slid off the table, slipped her fingers inside the lacy string waistband of her panties and stripped them off, exposing the neatly-trimmed delta between her mature thighs. She climbed back on the table and assumed her previous position; her breasts pressed against the warm, espresso blown leather.

Evan stood at her side and poured warm oil into his strong hands. “You have a very beautiful body, Julia.” His compliment prompted a modest smile. “So do you,” she countered.

Evan began working her neck and upper back; eliciting sighs from Julia as her tension and nervousness slowly began to evaporate. He lovingly massaged her shoulders, arms, hands, and fingers. Occasionally, she would open her eyes and observe how his taut stomach muscles tightened while he worked over her; how his thighs would flex. Evan poured oil along her legs; working it in until Julia’s smooth, soft skin glistened. He paid special attention to her feet and toes. His admiring eyes and strong hands roamed the surface of her body.

He remembered that she had only requested a massage — albeit with him in the nude — and found that fact genuinely disappointing. The work’s monetary compensation was beyond what he had hoped for when he entered the world of professional male escorts, and the sex — more often than not with older, married women — was not joyless, but instances of genuine sexual interest on his part came few and far between. Again, Julia was an exception and he hoped she would eventually opt for more.

He sensed her inhibitions were abating, but he couldn’t be sure that that would be enough. It was time for him to remove his towel; a moment he enjoyed, except in those instances where the woman became so frightened or intimidated that she declined to go further.  Or worse, when despite patience and gentle encouragement, it simply wouldn’t ‘fit’. Still, he never tired of the reactions; the look on women’s’ faces when they first caught sight of the fleshy monster between his legs; wrist-thick and trunk-like in its flaccid form. His size was such that even the most eager of women were humbled at the sight of it.  Julia would be no different.

Evan poured a liberal amount of oil across the pleasantly-shaped arcs of her behind, oil collecting in the beautiful crevice between, and began a slow caress. Julia responded with a soft exhalation of breath followed by a gentle moan.

“I was wondering…” she began.

“Yes?” said Evan.

“Would it be possible for you to, um…”

“Removing my towel?” he interjected, anticipating the question. “I would be happy to.” Evan stepped over to his bag, gave his towel a gentle tug and tossed it aside.

Julia’s temples throbbed as she tilted her head. From her sideways vantage point, she caught sight of his now unveiled manhood. A slight grin formed on Evan’s lips as he heard her stifle an audible gasp. Indeed, she had never seen anything like it. Though she had been forewarned, the size of it still gave her pause. Impressively thick and impossibly long even in its dormant state, it swung heavily between his strong thighs like some baby elephant’s trunk; enormous, vascular, and capped with a huge, beautifully-shaped head.

“You have the biggest penis I’ve ever seen,” she gushed, red-faced.

Julia turned out to fit a particular sub-category of the typical client: outwardly bashful yet enormously curious.  The type who felt compelled to query him, almost clinically, about his size and his sex life outside of work.  For instance: could women, in general, accommodate it?  His standard response: most to a degree, though none had managed much more than half his length.  Did women say that it hurt?  In truth, yes, some.  But for most, nit if he was careful, and if so, only in the initial stages.  Could he achieve a full erection?  Most definitely.  Did women often offer oral stimulation?  Yes, though few could manage more than a few inches without gagging.  Did his size garner jealous reactions from other males?  He generally avoided locker rooms and communal showers, though husbands and boyfriends didn’t seem to appreciate his presence at nude beaches.  Had a woman ever approached him for sex based purely on the size of his penis?  Yes, including a friend of his mother’s, and the female coach of his high school swim club.  In a short stint as an exotic dancer, he had once collected seven phone numbers after a single performance.

“Why don’t you turn over on your back, Julia?” suggested Evan. She rolled over, stealing another brief glimpse at his now swelling manhood, and lay on her back. Her large breasts came to rest at her sides, and she noticed that a tell-tale dampness had formed between her legs.

He resumed his attentions by pouring oil along her thighs, across her tummy, and between her breasts. The warm oil pooled in her navel and trickled down between her slightly parted thighs. She closed her eyes as Evan continued to work his magic; shivers of excitement and arousal making her tingle as he massaged her supple flesh. He began at her knees and worked his way up, slowly; his fingers working her inner thighs, just below her feminine cleft. He moved to her tummy, pressing his hand firmly but gently just above her pubic bone, his hand brushing her dark thatch of trimmed pubic hair. Finally, his trained hands moved between, and then circled around, her breasts. Julia let out a soft moan. Evan’s awe-inspiring organ continued to dominate in her mind’s eye, so big and powerful-looking. Her anticipation built until he squirted oil directly onto her breasts and grasped them in his hands; his oiled thumbs gently rubbing her swollen nipples. She sighed and looked up; fixing her eyes on his. His massive stalk had expanded and now tapered downward at a slight angle, as thick as her forearm and swaying slowly with the weight of it.

His eyes still fixed on Julia, Evan gauged his client’s will and desire and slipped his fingers between her legs. Julia’s thighs parted without resistance. He gently explored the folds of her labial lips; coating his long finger in her abundant wetness and stroking her clit with the perfect amount of pressure. Her eyes closed and a deep moan escaped from her lips. He continued to pleasure her; whispering to her, deftly drawing her towards the ultimate release. She felt a tingling in her lower belly that quickly began to build in intensity. She parted her thighs still further and emitted another deep moan. She began rocking her pelvis in synch with the motion of his fingers. The tingling in her belly intensified and moved deep down into her pussy. Another few moments passed before she suddenly arched her back and let out a deep guttural moan; her body tensing as an incredible orgasm slammed through her. She collapsed with a heavy sigh and her breathing slowly returned to normal.

As Julia recovered from her delicious orgasm, Evan washed his hands in the bathroom. He soon returned; his hardening monster swaying and bobbing like some fleshy cudgel as he moved towards her.

“Why don’t you sit up?” he asked. She complied once again, and he moved in close between her legs as they faced each other. He gently brushed the loose strands of hair from her eyes and tucked them behind her ear. “Did that feel good, Julia?” She nodded in the affirmative. He took her hand and placed it on his huge erection. She looked down; her smallish hand dwarfed by it, her fingers unable to grasp all the way around it.

“Oh my god,” she whispered.

“It’s very big, isn’t it?” he said, grinning. “It’s okay to use both hands.” Again, she complied; drawing back and forth on the taut foreskin with both hands. She thought to herself that it felt more like a smooth velvety bat than a penis. It both scared her and fired her lust.

“You’re a very sexy lady, you know that?  Don’t be afraid of it, okay?” said Evan in a tender, reassuring tone. “It’s okay to want it, Julia.  A nice, big cock. It’s okay to be curious.” He ran his fingers through her hair at the back of her neck. “I think you want it, Julia. I think you want to know what it feels like to have something this big inside you.”

“I’m twice your age,” she muttered.

“I don’t care.  You’re such a sexy, beautiful woman,” he replied, softly kissing her neck.

“The money is in my purse,” whispered Julia.

Evan reached in his bag for a ‘XXL’ brand condom and began unraveling it over his gigantic erection while Julia stared at it, mesmerized.

“Is that a horse condom?” she asked only half-jokingly. Evan smiled and sat down beside her on the massage table.

She tore her eyes from his manhood and turned to him.

“Are you usually a good boy with those?” she asked referring to the condom.

“I use them religiously,” he replied. “And I’m tested clean every month as a precaution.”

“Then can it be our little secret that you didn’t wear one with me?” she asked meekly. “I want to taste you…”

His policy was to always wear a condom with his clients, no exceptions.  But yet again, Julia presented an ethical dilemma.  He wanted her, desperately; wanted to touch her in places she’d never been touched before.  He wanted to watch her navigate that physical cocktail of pleasure and pain that women faced when they offered him their invariably tight nether regions.

“Why don’t you see if my big dick will fit in that pretty little mouth of yours?” he asked as he removed his over-taxed condom.

Julia climbed off the table and positioned herself between his thighs; cupping his sac in one hand and stroking his huge totem with the other. She kissed along the surface of it and playfully nibbled it with her teeth, leaving a long smear of her lipstick along the length of it. She felt the weight of it in her hand, lifting it and tracing her tongue along the underside, the smell of his sex filling her nostrils. Squeezing the thick shaft, a large pearly drop of pre cum oozed from the tip. Julia pursed her lips and suckled the salty discharge. She’d always been adept at pleasuring a man orally, but somehow, in this instance that phrase — “pleasuring a man orally” — fell short as an apt descriptor in her mind. Happily, for her, this seemed so much more carnal, and so much dirtier than that. This was ‘sucking cock’.  A massive one at that.

Evan watched as Julia opened wide and enveloped the huge head in her mouth. Up to the challenge or not, he invariably loved watching eager women try their best. His eyes closed as she began swirling her tongue about the head. With her hands working the rest of his colossal shaft, she leaned in and managed to force a bit more into her mouth. He was so thick her tongue was largely trapped against the bottom of her mouth; her nostrils flared as she was forced to breathe through her nose. She leaned forward again and felt the head press against the back of her throat. She tried to relax, fighting off the reflex to gag. In time, the combined actions of pumping and sucking drew Evan towards ejaculation. He groaned from the pleasure of it and leaned back on his hands. Julia began to fellate him with greater and greater vigour; the sound of her saliva churning in her mouth almost obscene. Unable to control it, spit seeped from her lips and trickled down his shaft and over her fingers.

“Oh yeah, that’s it, sweetie.  Suck that big dick,” groaned Evan. He continued to observe his client, her mouth stuffed with his oversized manhood. And as Julia’s efforts continued unabated, Evan felt his sac tighten.

I’m going to cum, Julia,” he warned. Unable to speak, she grunted her acquiescence. Another moment or two passed before a volcanic burst of warm cum exploded down her throat. She swallowed hard, and often, for several seconds in a desperate effort not to gag. Despite her best efforts, gobs of white discharge escaped and dripped down her chin, mixing with the spit covering her fingers.  The top end of his sex was smeared with a pasty blend of spit, semen, and lipstick.

Evan lifted her and wiped the traces of his seed from her lips. He kissed her, sensually; suckling her tongue and tasting his own cum.

The two of them retired to the suite’s sunken hot tub to recuperate. Evan suckled her huge, buoyant breasts between sips of champagne; marvelling at their weight and the size of her areolas. The warm, swirling, bubbly water cleansed their bodies of oils, semen, and sweat, reinvigorating them.

Refreshed, they dried each other off.  Julia giggled as she playfully and lovingly towelled dry his impressive phallus.  Donning matching robes, they entwined together on the expansive, king-size bed upstairs. They kissed passionately; rekindling their desire and resuming their love-making in earnest. As they did, Evan’s formidable pussy-tamer was restored to its full glory and pressed hotly against Julia’s inner thigh. She swooned from the feel of it: dangerous, and so close to its natural point of entry.

She kissed him with her soft, pillowy lips and gently fingered the hair at his temples. “I want to fuck you so bad,” she whispered. “But I’m also a little scared. It’s so big. I’m afraid you’ll hurt me. Promise me you’ll take it slow?”

He looked into her eyes. “I promise. Promise me you’ll try your best to relax? The pleasure will be so much more intense if you do. And give it time.  Though women often find it uncomfortable at first, believe it or not I get a lot of repeat customers,” he grinned.

As she undid her robe and lay back on the bed, Evan knelt between her parted thighs and let his own drop from his shoulders. She looked down as his forearm-thick organ swung heavily between his thighs, like a huge fleshy cudgel; the tip of its massive head coming to rest atop her tightly-cropped strip of pubic hair. Her breathing quickly intensified as the disparity in size — between his massive battering ram and her smallish point of entry — became all too clear.

“Oh my god,” she gasped. “I’m not sure I know what I’ve got myself into.”

To Julia’s relief, Evan removed a small bottle of lubricant from the pocket of his robe and applied a liberal amount to the shaft and head of his penis. She watched him make his weapon slick with it, finding the site intensely erotic, if not imposing: his strong arms and chest, narrow waist, flat tummy, sculpted thighs, and his focused attention on his cock. He carefully worked the slippery, clear gel onto the entire length of it, from the small thatch of pubic hair at its base to the beautiful head, which appeared to be as large as her fist.

“You like that?” he asked as she watched him intently. She nodded then gasped as he gently rubbed the tip along the pouty pink lips of her sheath. “Now just relax,” he said soothingly. “Nice deep breath, then let it out…”

On Julia’s nervous exhale, Evan gripped the rigid shaft of his erection with both hands, leveraged his hips, and pressed the tip against her moist entry point, forcing her pussy to stretch and dilate far beyond what it was accustomed to. Julia winced, gritted her teeth, and clutched the bed sheets tightly with her fingers. For several moments, he could not gain a foothold. Like a jungle snake’s first, seemingly futile attempts to swallow a prey far too big to pass through its own jaws, Julia’s labia seemed unequal to the task of accommodating Evan’s enormous cock. Even Evan, experienced as he was at difficult penetrations, grew concerned that he might not fit it inside her. He persevered, though, and aided by her natural wetness and his synthetic lubrication, her tightly stretched lips finally enveloped the massive crown.

“Oh my god!” she hissed through gritted teeth as Evan slowly worked his hips, edging inside several more inches. He stopped momentarily, though he did not retreat — unwilling as he was to give up ground he had already gained — and let Julia catch her breath. She reached down between her parted legs and fingered her clit in an effort to forestall the pain and discomfort that were beginning to cloud the pleasure. Her huge breasts swayed to and fro in unison with every quick inhale and exhale of breath.  Her nipples were swollen and enlarged.

Her ‘hired gun’ redoubled his efforts and, over time, managed some four or five forearm thick inches. Julia swooned and thought she might faint. She had never felt anything like it. Her vaginal canal convulsed from being so stretched. Her face contorted and slackened with every additional inch: winces, then gaping-mouth sighs, then back again.

“Oh, my god, it’s so big!” she yelped breathlessly. “Please, I think… I think, it’s too…”

“Just relax,” he whispered.

Since no woman had ever sheathed all of his immense, thick sword, he knew how to assess when a woman was about to top out; usually managing to avoid a painful and unnecessary battering of their cervix. He was expert at reading a woman’s face for visual clues, and at a little better than seven inches, he reckoned that Julia was maxed out. He stopped and let her adjust as best as she could to the oversized intruder lodged between her legs.

After a few moments, Evan began to slowly pull out, then force his way back in. Like a train starting from a stand still, he began working up a rhythm; increasing the span and pace of his thrusts with every forward and backward combination. Julia now tightly gripped his muscular biceps; her fingernails almost cutting him as his penis overwhelmed her delicate pussy.

“It’s so big,” she whimpered. Indeed, it felt to Julia like she was being penetrated by a baseball bat. Still, the initial and overwhelming discomfort was beginning to subside as her pussy slowly adjusted. His thickness was such that her labial lips were drawn inward with every in stroke. This had a delicious side effect as the top of his shaft brushed her clit each time he forced his way back in; intensifying the pleasure that was now outpacing the pain. Adding to the sensory eroticism of it all was the obscene sound: her tight vacuum seal and incredible wetness combined with his slippery gel to create a slick gooey ‘slurping’ sound that punctuated every thrust.

She began to coo and purr as he made love to her, and to feel an entirely new sensation in her lower reaches. As these new and intense shivers of pleasure began to flutter and build deep in her vagina, she realized that she was approaching her first vaginal orgasm. She let out a deep, guttural moan as it swept through her in waves.

“Oh, Evan,” she gasped in a languorous, almost drugged state. “I never knew it could feel like this.  You feel delicious, and soooo deep.”

Evan’s services were expensive, but women almost never felt short-changed, and then only in instances where his size resulted in a genuine physical impasse. He was a master cocksman, and used his incredible size as an instrument of feminine pleasure rather than a boorish power tool. He was capable of causing a woman significant pain, yet he had learned the art of the bedroom well. He loved averting his own orgasm so that he might prolong a woman’s ecstasy and allow her to savour the singular pleasure of an extraordinarily well-endowed man. He took a special delight in being compared favourably, and in the throes of passion, to boyfriends and/or husbands: “It’s three times the size of my boyfriend’s!” and “My husband’s is so small compared to yours!” being but a few.

As with his other clients, he treated Julia to a protracted series of mind-blowing orgasms: quickening his steady rhythm to a crescendo, subsiding, and then building again slowly towards yet another pleasurable release. Julia bit her lower lip and emitted a heavy groan each time the tingling deep in her belly peaked and her pussy convulsed. She lost count at eight mammoth orgasms.

Still, Evan understood that there was a time and place for everything, that once a woman had better adjusted to his size, he could push the envelope.  Indeed, more often than not his feminine conquest would beg him to. He understood instinctively when a woman wanted to be ‘made love to’ and when she wanted to be ‘fucked’.  When she wanted a sensitive lover or a sexual rogue. Something about the look of deference in their eyes; a look that signalled that she wanted, no needed, him to fuck her brains out, mercilessly.

“God, I love your huge cock,” she sighed, her cheeks flush, beads of perspiration forming on her brow.

“Get on your knees,” he instructed. She let out a startled squeak as he withdrew his monstrous organ without warning. Her pussy lips, so thoroughly stretched, remained gaping open for a time even after he had pulled out, the tender folds raw and ruddy. She turned over and got on her knees; one hand braced against the dark wooden headboard of the bed. She looked back as Evan stroked his slick cock and re-positioned himself behind her; her poor, beleaguered pussy exposed and vulnerable to his next and final assault. He had deftly read her mind: she wanted it dirty, vulgar, and wanton.

He thought her curvaceous derriere a thing of beauty, and suppressed a playful impulse to bite the soft, ample flesh with his teeth, opting instead to caress it with his hand. He admired the dark, trimmed delta that lay exposed just below and between the pleasing arcs of her behind; the pouty folds of her mature quiver.

Evan pressed her down at the back of her neck to afford him less fettered access. Her head rested on the pillow; her buxom chest prone atop the sheets. Julia turned again to watch as he guided his hulking weapon to its tender target; her bright green eyes peering through sweaty strands of her long black hair. Despite the newly acquired benefit of firsthand experience, she remained cognizant of the fact that he was once again about to penetrate her with something longer and thicker than her forearm. She masked her renewed anxiety with a series of lusty taunts.

“You want to stretch my little pussy, don’t you, you big stud?” she said with a nervous grin. “Nice and tight.” “Are you going to fuck me with that huge dick?”

A smirk formed at the corner of Evan’s sexy mouth.

Hitting his mark, he pushed from the base of his pelvis and once again slowly stretched her orifice to maximum aperture. Julia sucked air in through her teeth and bit down on the silk pillowcase, hard.

“In a few minutes, sweetheart, you’re going to be calling me daddy,” he grunted.

He eagerly wedged his gigantic cleaver into her from behind with vigour uncharacteristic for paying clients. Yet despite the more forceful entry, the pain was for her slightly less intense the second time around and passed far quicker. She was still vice tight, still worried for her poor ovaries, but this time the feeling of being so profoundly stretched was dizzying, primal. She felt more profoundly sexual than she had ever felt before and began to moan like a bitch in heat as he had his way with her. He felt so deep she thought he might soon touch her tonsils.

“Oh god, Evan, it’s so big!!” she gasped.

He gripped her womanly hips tightly and began grunting his way into her in a steady rhythm of long, relentless strokes. The flutters and tremors and tingling came flooding back, and she cried out with yet another climax.

“Fuck me!” she hissed, teeth and jaw clenched.

He continued his machine-like assault for what seemed like an eternity. The soreness of her delicate little labia became almost too much for her to bear any longer. Evan mercifully warned her than he would soon cum.  Not a moment too soon she surmised, as she felt exhausted, sore, and ready to collapse.

“I want you to cum all over me,” she purred. He withdrew from her and sat back on his heels, thighs spread, while she turned back over on her back and made a target of herself. She cooed and sighed while he worked his giant tool with his hands; rubbing her clit and pinching her nipples while she watched him, entranced.

“That’s it, sweetie,” she said. “Oh god, I love watching you pump that big beautiful cock of yours! I still can’t believe you fit that thing inside me!”

His teeth clenched, and he began to grunt. His sac tightened and the tip of his lengthy manhood erupted, spewing thick streams of hot white cum all over her body. Large gobs splashed across her voluptuous breasts and tummy. Julia sighed, spreading his warm semen over her heaving bosom as she fixed her eyes on his, fingering his cum between her ravaged pussy, suckling the gooey remnants from her manicured fingers.

She smiled at him brightly and they embraced each other on their knees; Evan’s now spent monster swinging passively between his legs. Julia kissed him sweetly on the lips. Then, taking it in her hand, she bent down and lovingly kissed his still massive penis.

“Thank you for sharing your lovely cock with me, kind sir,” she grinned. “That was a fuck I’ll not soon forget. Mine is a very happy, albeit sore, pussy.  Another satisfied customer.”

Julia placed eleven crisp one hundred-dollar bills on the table while Evan showered, then slipped back into the revivifying waters of the hot tub. She sipped the remnants of their champagne and watched as he dressed and packed up his things. He knelt down and offered her one last kiss.

“Thank you, Julia. The pleasure was all mine,” he winked, committing her beauty and womanly charms to memory.

“No, sweetie,” she replied with a saucy grin. “In fact, you may have ruined me for other men. But at a hundred dollars per inch, you were worth every penny.”

She blew him a last kiss as he closed the door behind him.

Julia sat back in the bubbly waters and sipped her champagne. Reaching down between her thighs, she touched her tender pussy and winced.

“My god,” she thought to herself. “How does one share a story like this with one’s girlfriends? It will be my ‘Big Fish Tale'”.

She held her hands out like bookends in front of her, approximating a foot in length between them.

“No one will believe me!” she giggled.

Published 5 years ago

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