“Your wife is an incredibly sexy woman,” said Evan.
“Yes, she is,” replied James. “Evan, why don’t you go change and I’ll pour us each a glass of champagne.
James smiled at his wife, uncorked the champagne, and filled three flutes.
“Still okay?” he asked. Emily nodded quietly.
“Do you know how… big… he is?” she asked.
“Yes,” he responded, passing her a glass of champagne. “Don’t worry, sweetie, he’s a pro. He knows what to do. He says he always takes it very slow, but that the critical thing is that you relax. If you tense up, he’s not going to be able to… get it inside you; and of course, you can tell him to stop at any time. You’re in control. Just try to relax and enjoy a very special experience.”
Emily drained her glass of champagne and lay down on the bed while James powered up the lights and adjusted the arcs. After two large glasses of wine, and now a glass of champagne, the alcohol was beginning to have the desired effect. Despite the unusual circumstances, she was beginning to feel more relaxed and less anxious. Dare she admit, even aroused.
Evan entered the bedroom wearing one of the hotel’s white terry cloth robes, holding a container of lubrication in his left hand, a Cuban cigar in his right. Of course, she thought to herself. He would know to bring lubrication with him.
Evan smiled at her.
“My wife looks a little lonely on the bed, Evan,” said James. “Why don’t you join her?”
Evan took a place on the bed next to James’s wife, who looked undeniably sexy in her bra and panties.
With camera in hand, James moved close to the foot of the bed.
“Sweetheart, why don’t you snuggle in a little closer, and when you’re ready, open the front of Evan’s robe to see what he has just for you.”
With trembling fingers, James’s wife undid the drawstring and pulled open the young man’s robe.
What Emily saw next genuinely took her breath away.
“Oh, my god!” she gasped, looking down at the young man’s oversized sex. Emily turned to looked at Evan. “Sweetie, your cock is huge!!” she declared with an embarrassed, blushing smile.
Both men grinned.
Still only partially aroused, Evan’s circumcised penis lay prone between his muscular thighs. Almost as long and as thick as Emily’s forearm, it seemed more suited to a horse than a man. Emily seemed scared to even look at it, looking up at her husband at the foot of the bed instead.
“Seriously, James, it will never fit.”
She turned once again to face Evan. “I’m serious. I’m really small down there,” she said anxiously.
“What do you think about that, Evan?” said James with obvious cheek. “Maybe you should make it fit.”
Emily drew in a breath. There was something in both what her husband said and how he said it that, at that very moment, changed something in her. ‘Maybe you should make it fit.’ Though the comment might have discouraged her, in truth it made her shiver with lust, and she felt her whole body become warm.
There was something about the implied danger, her very real fear, and the thought of being completely overwhelmed by something so big and intimidating, that suddenly fired her desire. Perhaps it spoke to something, an uncomfortable truth, buried deep in her sexual subconscious, an element approaching a subtle form of sadomasochism, an enticing power dynamic that placed her at the mercy of a gorgeous, impossibly well-endowed young lover, while her husband watched.
Evan’s surprisingly shy and bashful smile in reaction to her husband’s comment somehow delicately balanced that dynamic, further intensifying her lust. She was safe, and suddenly her anxiety at the thought of being ‘taken’ by the handsome young man with a horse cock became interwoven with sexual excitement.
“Is it okay for him to try, sweetheart?” said James. “Just try to relax. Let’s just have fun”
With that, James moved in a little closer and framed them through his camera viewfinder.
“Sweetheart, can you look at Evan and lay your hand on his stomach, with your fingertips just above the top of his cock?” he continued. “That’s it, now show Evan a look that says how badly you want to fuck all that cock.”
Emily curled in close, turning at bit to her side, her knee pressed against Evan’s thigh and her hand tantalizingly close to his penis.
“Very, very nice,” he enthused, taking a series of quick shots.
Having worked with a number of couples before, the strangeness of being photographed in bed was probably not new to Evan, but Emily was clearly a bit self-conscious. With her slender, manicured fingernails mere millimeters from the top of his lengthy stalk, the two of them shared an embarrassed giggle.
Clearly enjoying his directorial role, James began moving around the bed, gauging shots and contemplating poses.
“Emily, now I want you to take his cock in your hand and look into his eyes.”
As instructed, she slid her hand down between Evan’s thighs and, with some difficulty owing to the fact that his now engorged organ was too thick for her to wrap her fingers around, lifted his heavy sex.
“Good god!” she exclaimed with an anxious school-girl giggle. “It’s so thick and heavy!”
Thick, weighty, and getting bigger. And harder.
“That’s so hot,” he continued, “Your hand looks so small in comparison.”
Without needing to be asked, and still gripping the thick shaft, James’s wife began to gently draw her hand up and down.
“Is that okay?” she asked Evan in a faint voice.
“You can do whatever you want, Mrs. Larson,” he replied.
“Don’t you think you should call me Emily?” she grinned.
“Now look at me, sweetheart,” said James. “Look at me while you hold that giant dick.”
“Very nice,” he observed, taking another series of shots, making sure to capture his wife’s wedding ring.
Evan’s cock continued to expand and harden, looking very much in keeping with his double-digit website billing.
Emily’s hand drew up and down the shaft with larger and larger strokes.
“Wow,” she said, looking at his impressive organ with genuine awe.
“Darling, I told Evan that the two things you absolutely excel at in bed are: one, wet kisses, and two, sucking cock,” said James.
A slight smirk formed at the corners of her mouth. She looked at Evan, then sat up on the edge of the bed, leaning in and softly pressing her lips to his. James watched while his wife and the young man engaged in a prolonged series of ever more passionate, open-mouthed kisses; kisses that became hungry, unrestrained, all captured for posterity by James’s camera. At one point, James stopped to observe just how much his wife appeared to be enjoying herself, how very real her passion seemed. He took a deep breath.
“Sweetie, why don’t you take off your bra and panties?” asked James.
“I can help with that,” Evan replied.
After reaching back and unfastening the clasp of her black bra, releasing her pert breasts, Evan asked his petite client to lay back and raise her knees. Sliding his thumbs inside the waistband of her thong panties, he slid them over her behind and off, exposing her tiny thatch of trimmed pubic hair, bringing her panties to his nose.
Evan let his robe drop to the floor, his massive sex dangling heavily between his legs like a third arm, and the pair returned to the bed.
“Now, open wide and let me see you put that elephantine-size cock in your pretty little mouth,” said James.
Emily took the massive stalk in her hand and looked at it, as if assessing the challenge before her, then applied several gentle kisses to the tightening skin of its length. Drawing it to her mouth, she spread her lips and enveloped the plum-size head, swirling her tongue to Evan’s appreciative sighs.
The sight of her stretched lips, so thoroughly stuffed with cock, was simultaneously both comical and intensely erotic. Her delicate, feminine mouth, combined with her red lipstick, was almost a visual metaphor for an out-matched pussy.
Evan watched intently as his sexy older client, her hand still gently pumping the shaft, slowly forced her head and lips forward to engulf several more inches of his monstrous black meat. With her mouth so stuffed, her tongue was now pinned, making it difficult to control her saliva.
Forced to breathe through her nose, she began to do her best to piston up and down on several inches of Evan’s cock with her lips and mouth. Spit began to seep from her lips and slowly trickle down over Evan’s shaft. James moved in close to capture the sight of his wife’s spittle tracking down along her young lover’s cock in streaks. Mixing with her fingers, Emily’s spit slickened the tight skin of the shaft.
“God, that looks so hot,” James declared.
Emily moved to her hands and knees atop the bed and continued her efforts. Her eyes fixed on Evan’s, she angled her head left and right and pressed forward in an attempt to force more and more of the massive, hardened cock into her mouth. The young man held her hair to keep it from falling forward while she tried not to gag. Despite her best efforts, the tip of Evan’s cock bumped forcefully against the back of her throat and would go no further.
Her head now bobbed up and down in earnest. With her mouth so full and her head facing downward, her spit bubbled and cascaded down over the shaft creating a gooey mess. Mixed with Emily’s gagging, a hyper-erotic slurping sound, like the sound of some perverted, churning washing machine, filled the room. Unbeknownst to both men, the small slit between Emily’s thighs was also becoming a bit of a gooey, wet mess.
“Why don’t you get on your tummy, darling” asked James, “so Evan can stand at the side of the bed and fuck your mouth?”
Both of James’s subjects did as instructed, and he watched as their young black escort reinserted his giant erection into this wife’s mouth.
While Emily looked up at him from her position on the bed, Evan gently used his hips to work his cock to the back of her throat. Cognizant of the fact that aggressive face-fucking was probably not possible, he nevertheless punished her mouth and throat with measured thrusts. Emily’s spit now dripped down over her chin and onto the bedsheets.
“Look at me, darling,” instructed James. “Let me photograph your sweet mouth so ridiculously full of cock.”
Evan’s impossibly large erection was now clearly primed and ready for the coup de gras.
“I think it’s time, don’t you, sweetie?” observed James.
Emily looked up at Evan with genuine fear and trepidation.
“Are you going to put that inside me now?” she whispered with feigned courage.
Evan hoisted Emily off the bed and stood with her thighs wrapped around his waist, her breasts pressed to his chest, his foot-long horse cock so heavy it still swung downward between his muscular thighs.
Gently depositing her on her back atop the bed, the young escort reached for the jar sitting on the night table and slickened the surface of his immense organ with a liberal amount of clear lubrication, making it glisten in the candlelight.
With her behind close to the edge of the bed, and in anticipation of what was coming, Emily parted her thighs as Evan moved in close, laying his battering ram across her tummy, the tip extending all the way to the base of her breasts.
“Holy fuck,” she uttered nervously.
“I don’t know about this,” she said, looking up at Evan as a last-minute wave of anxiety overtook her. “Your cock is gigantic.”
“Just relax, Mrs. Larson,” said Evan with a gentle tone. “We can do this.”
“You need to get her nice and wet, Evan,” said James, his camera rapidly clicking to record the incongruous sight before him — Evan’s cock, as big as his wife’s forearm, contrasting with Emily’s small feminine point of entry. “I think a little oral pleasuring is in order. I can tell you from firsthand experience, she has the sweetest tasting little flower.”
Evan knelt between Emily’s parted legs and gently kissed her inner thighs. His teasing kisses moved closer and closer to her feminine slit. When his tongue finally parted the folds of her labia, Emily swooned and sighed. His tongue darted inside her. Emily watched, breathing loudly, as another man other than her husband tasted her in her most private of places. Young Evan drew his tongue up and down her quim, finally inserting a finger and licking the swollen nub of her clitoris.
“God, that feels so good,” she gasped.
When Evan sensed she was ready, he began to suck her clitoris more forcefully, causing her to cry out and grip the top of his scalp.
“Lay back, darling,” said James, moving in behind Evan with his busy camera. “It’s time for him to try to get that thing inside you.”
Emily parted her thighs wide, her short cropped pubic hair, trimmed into a neat triangle, the pink folds of her delicate feminine sheath fully exposed to her handsome young suitor. Her breathing was noticeably more pronounced, her expression one of quiet, doe-eyed vulnerability, as the young man guided the tip of his punishingly oversized weapon towards her pretty delta.
“Please go really slow, okay?” she pleaded meekly.
“Of course,” he said. “You just need to relax and leave this to me.”
Emily watched Evan stroke his weapon with both hands to ensure that it was as hard as possible, finding the sight intensely erotic, albeit intimidating — the young man’s strong arms and chest, narrow waist, flat tummy, sculpted thighs, and the focused attention on his powerful, horse cock. Wearing a sexy, confident expression, Evan worked 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.
Evan found his warm, wet mark, parting the labial folds of Emily’s pussy with the tip of his cock.
“Just relax,” he said quietly. “Nice deep breath in, then out…”
On Emily’s nervous exhale, with one hand holding the rigid shaft of his erection, the fingers of the other separating her labial lips, Evan leveraged his hips and pressed the tip against her now extremely wet entry point. Forcing her pussy to stretch and dilate far beyond what it was accustomed to caused her to wince. Though she tried her best to relax, she gritted her teeth and clutched the bed sheets tightly with her fingers.
Try as he might, after several initial attempts, Evan could still not gain a foothold. Emily’s labia seemed unequal to the challenge of accommodating his enormous cock. Even Evan, experienced as he was with difficult penetrations, looked concerned that success might elude them.
“You weren’t lying,” said Evan. “She’s really tight!”
After two more attempts, patience and perseverance eventually won out, and aided by her natural wetness, Emily’s tightly stretched lips finally enveloped the massive crown.
“Oh my god!” she hissed through gritted teeth, as her beautiful black lover slowly worked his hips, edging inside several more inches.
He stopped momentarily, though never retreating, refusing to give up ground he had worked hard to attain, to allow Emily to catch her breath. She reached down between her parted legs and massaged her clit to alleviate some of the initial pain and discomfort.
Evan redoubled his efforts and, after several moments, managed a little less than half his length. Emily swooned, light-headed, and thought she might faint. She had never felt anything like it, and her vaginal canal convulsed from being so stretched. James couldn’t help but detect a slight, self-satisfied grin on Evan’s lips as he watched his wife’s face contort and slacken with every additional inch — winces, then gaping-mouth sighs, then back again, her eyes rolling back in her head.
“Oh my god — it’s so big!” she cried breathlessly. “Please,” she pleased, somewhat panicky. “I think it’s too big – he’s hurting me.”
“Just relax,” Evan said. “Don’t worry, I don’t expect you to take it all, and I’ll know when you’re about to top out. I promise not to hurt your cervix. Believe me, it’s going to start feeling better and better. Just focus on the pleasure, okay?”
James placed his faith in the belief that Evan was likely an expert at reading women’s faces for visual clues, as well as their bodies, and at a little better than eight or nine inches, he reckoned, Emily was completely maxed out.
Evan stopped and let her adjust, as best as she could, to the oversized intruder lodged inside her.
After a few moments, Evan slowly began to withdraw, then push back in again, gradually establishing a rhythm, and increasing the span and pace of his thrusts with every forward and backward movement. Emily tightly gripped his muscular bicep with one hand, her fingernails almost cutting him as his penis overwhelmed her delicate little maidenhead, while her other hand clenched a pillowcase.
“Holy fuck,” she whimpered. “You’re so fucking deep!”
Indeed, to Emily it felt as if she were being penetrated by some huge, rigid anaconda. Still, just as he promised, the initial and overwhelming discomfort began to subside as her pussy slowly adjusted. Evan’s thickness was such that Emily’s labial lips were drawn inward with every in stroke, the top of his huge shaft brushing her clit each time he forced his way back inside her, intensifying the pleasure that was now beginning to outpace the pain. Adding to the visual carnality of it all was the audible sound their love-making generated – Emily’s tight seal and incredible wetness combing to create a slick gooey sound that punctuated Evan’s thrusts.
James’s wife began to coo and purr as the young man continued to make love to her, experiencing an entirely new sensation in her lower reaches. As new and intense shivers of pleasure began to flutter and build deep in her belly and vagina, Emily realized that she was approaching her first ‘vaginal orgasm’. She let out a deep, guttural moan as it swept through her in waves, causing her body to contort.
“Oh, darling,” she gasped in a semi-languorous state. “I never knew it could feel like this.”
Despite his young age, Evan was clearly a master, using his rare endowment as an instrument of feminine pleasure rather than a rough, self-indulgent battering ram. Though capable of causing Emily significant pain, he had clearly learned the art of the bedroom well. He pressed on, averting his own orgasm in order to prolong and intensify Emily’s burgeoning ecstasy and allow her to savour the singular pleasure of an extraordinarily well endowed lover.
That said, and perhaps understandably, provided James interpreted the young man’s subtle grin accurately, Evan also took a special delight — whilst Emily was in the dizzying throes of passion — in hearing the moaned and favourable comparisons to James.
“Oh god, sweetie, you’re so incredibly deep. You feel like a baseball bat. You’re ten times bigger than… ,“ she gasped, her voice trailing off.
James momentarily stopped his studied and photographic recording of events and lowered his camera, his eyes fixated on the scene before him.
Emily’s adept young lover proceeded to treat her to an extended series of teeth-clenching orgasms, quickening his steady rhythm to a crescendo, subsiding, then slowly building towards yet another pleasurable release. She bit her lower lip and emitted a heavy groan each time the tingling deep in her belly and groin peaked and her pussy convulsed. She lost count at a half dozen or so magnificent orgasms.
Still, Evan understood that all good things come to those who are patient; that once Emily had better adjusted to his size, he would be able to push the envelope. In truth, she now desperately wanted him to. He understood instinctively that in addition to being ‘made love to,’ his female clients invariably also wanted to be ‘fucked’, wanting both a sensitive lover and a bestial stud. Perhaps it was the look of determination in Emily’s eyes, a look that signaled that she wanted him, no needed him, to fuck her brains out, and mercilessly so.
“Oh my god, I love your huge cock!” she now cried hoarsely, her cheeks flush, beads of perspiration forming on her brow.
“Turn over and get on your hands and knees,” Evan instructed, no longer waiting for James’s permission or direction.
Emily let out a startled whimper as he quickly withdrew his monstrous organ. Her vaginal canal, so thoroughly stretched, remained frozen in a gaping ‘O’ for a time, even after Evan had pulled out, the tender folds of her labia raw and ruddy.
She turned over and got on her knees, staring straight ahead at her husband, looking stoic but somehow heedless, almost drugged, as James continued to document the event with his camera. Evan stroked his slick cock and re-positioned himself behind her, her poor, beleaguered pussy exposed and vulnerable to his next and possibly roughest assault.
“You look so sexy, darling,” observed James.
With Emily’s latest, more sexually wanton comment, it soon became clear to her that her young lover had read her mind — she wanted it dirty, vulgar, and sweaty. Evan expressed a touchingly sincere admiration for her exquisite derriere, describing it as “a thing of beauty,” caressing it with his hand, then forcefully slapping it.
Her trimmed delta, just below and between the pleasing arcs of her behind, lay exposed to him; the pouty folds of her tight quiver vulnerable to his next assault. James pressed her down at the back of her neck to afford him more unfettered access.
Emily turned to watch as Evan once more guided his hulking weapon to its tender target, her eyes peering through sweaty strands of her long dark hair. Despite the newly acquired benefit of firsthand experience, it was still not lost on her that Evan was about to penetrate her once again with something longer and thicker than her forearm. Despite her renewed anxiety, she summoned her courage and resolve with a series of lusty taunts.
“You like my tight little pussy?” said Emily with nervous anticipation, turning to look at him. “You going to fuck me with that huge dick, sweetie?”
A confident smirk formed at the corner of Evan’s mouth. “You’re amazing,” replied Evan. “I can’t wait to get my big black dick back inside you.”
Hitting his mark, one hand on Emily’s behind, the other gripping his giant tool, and aided by a pelvic thrust that concaved the sides of his butt, he once again slowly stretched her orifice to its maximum aperture.
Emily sucked air in through her teeth and bit down on her knuckle, hard. With intensified resolve and drive, Evan began wedging his gigantic weapon into her from behind. Yet despite the more forceful entry, the pain was less intense the second time around, and passed far quicker. She was still vise-tight, and Emily still worried about tearing, but this time the feeling of being so profoundly stretched was dizzyingly pleasurable, even primal. In truth, she somehow felt more profoundly sexual than she’d ever felt before and began to moan like a bitch in heat as her young black lover had his way with her.
Evan was soon penetrating her so deeply, it felt to Emily as if he might soon bang up against her tonsils.
“Easy, sweetie,” she whimpered, turning to grip Evan’s arm. “It’s so big.”
He gripped her hips tightly and began driving 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 intense climax.
“Oh my god, it’s so fucking huge!!”
Evan continued his engine-like assault for what seemed like an eternity. The tenderness in Emily’s delicate little labia became almost too much for her to bear. Eventually, even mercifully, James intervened, directing Evan to lie on his back.
“How about a little reverse cowgirl, sweetheart?”
James moved in close as his wife, mouth agape and thighs parted wide, slowly squeezed her lover back inside her. Emily threw her head back and grunted as inch after inch of Evan’s horse-size erection slowly disappeared inside her.
“Wow,” was all James could manage from behind his viewfinder, his camera clicking in rapid succession. Evan’s cock looked truly gigantic as his wife, bent at the knees, tried her best to accommodate as much of its length as she could.
“I think it’s time we let Evan truly have his way with you, darling,” said James, suggesting that they resume their lovemaking missionary style.
Emily dutifully, even eagerly, compiled. Having forced his way back inside her, Evan placed Emily’s ankles around his shoulders and began to pound into her with renewed, almost animalistic effort.
Incredulously, he now appeared to be burying his entire length in her pussy, their pubic bones banging together with every violent thrust. James looked on with genuine concern as his wife’s face contorted in what appeared to be significant pain, her cheeks blushing crimson. He was just about to intervene when Emily cried out in a guttural, unrestrained voice.
“Oh god, fuck me!!” she cried out, teeth and jaw clenching. “Please don’t stop!!”
Evan warned that he would soon cum, and not a moment too soon, as Emily appeared ready to faint.
“I want you to cum in my mouth,” she purred.
He finally withdrew from her and the two of them climbed off the bed. Evan stood while Emily got on her knees. She cooed and sighed, enthusiastically working his giant tool with both hands.
James observed the scene, entranced.
“I still can’t believe you fit this inside me,” she panted, looking up into Evan’s eyes.
Emily opened her mouth as the young man’s teeth clenched and he began to grunt. His sac tightened and the tip of his huge stalk erupted, spewing thick streams of hot white cum across her face and onto her tongue. Evan’s discharge was almost comical for its sheer volume, there was just so much of it.
James’s wife swallowed the young man’s seed hungrily, suckling the gooey remnants from the now sticky diamond of her wedding ring, and drawing the huge shaft across her face.
“Let me look at you,” said James.
His wife turned to face him as she knelt, her chin streaked with gooey cum, while he bookmarked the events with another series of photographs.
Emily looked up at Evan, then kissed the shaft of his spent sex as if in gratitude.
—
A short while later, the three of them shared a post coital, post ‘performance’ glass of slightly flat champagne. Evan, again dressed in his suit, smiled at Emily. Wearing her black bra and panties, she leaned over and gave his cheek a gentle kiss, averting her eyes afterwards, as if a moment had passed and she had awoken from a dream that, in reflection, made her feel shy and awkward.
Soon afterwards, Evan left, and Emily sat in a plush chair in silent contemplation, James observing her while packing away his equipment.
Later, the couple unpacked the evening’s events and snuggled together on the bed. As James lay on the bed with his laptop, Emily marveled at the quality of the photographs and the raw sexuality he had captured.
—
Several weeks passed, when one afternoon, James came home a day early from a business trip cut short expecting to find his wife. Emily arrived home a few hours later and sat on the edge of the sofa while James told her about his trip. She seemed distracted and eventually excused herself to take a quick shower.
Succumbing to a pang of curiosity, James opened Emily’s purse that she had left in the foyer. Opening the purse, he discovered a jar of sexual lubrication and a package of condoms. He stared at the box. It was a brand he had never heard of: “They Fit – Custom fit condoms”.
