Cover of The Confessions of Cabernet and Girlfriends

The Confessions of Cabernet and Girlfriends

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three friends sitting at a table Sheri, 60: Katie, 59 and Sally, 61. they are drinking red wine and the topic turns to sex. they alll admitted to having gay sex in college: Katie started telling her story then Sally and finally Sheri whose story was wild.

Chapter 3: The Morning After

The laughter faded into a contented, breathless silence, broken only by the pop of a cooling wax droplet from a candle. The hard floor and scratchy rug, moments ago ignored, began to assert their discomfort. Katie shifted, her hip protesting. Sally stirred, disentangling her long limbs from the group with a soft, involuntary wince.

“Christ, I’m too old for this floor,” Sally muttered, the first to voice what they all felt.

Sheri chuckled, a low rumble in her chest beneath their heads. “The floor’s fine. You’re just out of practice.” She patted Sally’s shoulder, then Katie’s, and sat up in one fluid motion. The candlelight danced over the generous curves of her back, the sweat-dampened hair at her nape. She looked over her shoulder, her eyes catching the light like a cat’s. “Bedroom’s softer.”

It wasn’t a question. It was a statement of fact, the next logical step in an equation they had all willingly solved. Sheri pushed herself up, a monumental, beautiful rising, and offered a hand to each of them. Katie took it, her fingers curling into that familiar, firm grip. Sally hesitated for a fraction of a second, her gaze sweeping the wreckage of their dinner—the abandoned glasses, the discarded clothes strewn like battle trophies across the Persian weave. Then, with a resolve that tightened her jaw, she placed her elegant hand in Sheri’s and stood.

They didn’t bother with clothes. They walked single file, a nude, somber procession through the dark living room, lit only by the faint city glow bleeding around the edges of the blinds. Sheri led, her body a confident silhouette. Katie followed, aware of the unfamiliar sway of her bare hips, the cool air on skin that felt feverishly alive. Sally brought up the rear, her posture instinctively erect even in nakedness.

Sheri’s bedroom was dominated by a large, unmade four-poster bed piled with embroidered cushions and a rumpled duvet. She turned in the doorway, a looming, smiling figure. “In.”

Katie climbed onto the cool cotton sheets first, sinking into a surprising softness. Sally followed, lying on her side, facing the center, her head propped on her hand. She watched Sheri, who stood at the foot of the bed, just looking at them. The power dynamic had shifted again. Sheri was no longer the vulnerable one asking to be fucked. She was the curator, the conductor assessing her instruments.

“Katie,” Sheri said, her voice a soft command. “Roll onto your back. Let me see you.”

Katie complied, her heart thudding anew. Sheri’s eyes roamed over her—the small, pale breasts with their dark nipples still peaked from earlier attention, the soft mound of her stomach, the graying hair between her thighs. It was a look of pure, appreciative hunger. Then Sheri’s gaze slid to Sally.

“Sally. Come here. Taste her again. I want to watch you do it.”

Sally’s breath hitched. A flicker of that old resistance crossed her face, but it was gone in an instant, extinguished by the memory of Sheri’s mouth on her and the lingering pulse between her own legs. She moved without a word, swinging a leg over Katie’s torso, lowering herself so she was kneeling over Katie’s face, her own positioned at Katie’s core. It was an explicit, demanding configuration. Katie looked up at the dark thatch of Sally’s sex, inches from her mouth, and a fresh surge of wetness coated her own thighs.

“Go on,” Sheri urged, her own hand drifting down to stroke herself idly as she watched.

Sally bent her head. Her first touch was, characteristically, analytical—a slow, flat lick from perineum to clit that made Katie jolt. Then she settled in with a focused intensity, her tongue delving and circling with the same precision she used to dissect a legal brief. Katie cried out, the sensation magnified by the blatant view of Sally’s body above her. She lifted her head, her tongue finding Sally’s opening, and licked tentatively. Sally groaned, the vibration against Katie’s sensitive flesh sparking a chain reaction. Sally’s hips began to move in a slow, grinding rhythm against Katie’s mouth, her own tongue working faster.

Sheri watched, her fingers moving faster between her own legs, her breath coming in short pants. “That’s it. Fuck her face, Sally. She wants it. Look at her, she’s fucking dripping.”

Katie was lost in a dual sensory overload: the feel of Sally’s skilled tongue and the musky, clean taste of Sally filling her own mouth. She reached up, grasping Sally’s hips, pulling her closer, taking her deeper. Sally’s controlled composure shattered into a series of sharp, pleading grunts.

Then Sheri moved. She climbed onto the bed, kneeling between Katie’s splayed legs. She pushed Sally’s head aside gently but firmly. “My turn,” she growled.

She replaced Sally’s mouth with her own, but there was no finesse now. This was raw consumption. She ate Katie with a starving, messy intensity, her tongue thrusting deep, her lips sucking hard on Katie’s clit. At the same time, she reached up, pinching and pulling at Sally’s nipples, urging her to keep riding Katie’s face.

The coordination was imperfect, sweaty, overwhelming. Katie felt like she was being pulled apart in the best way. Sally’s climax came first, a sharp, muted cry against Katie’s thigh as her body stiffened and a hot gush wet Katie’s chin. The convulsion of Sally’s hips against her mouth triggered Katie’s own, a second, deeper orgasm that tore through her with a force that blurred her vision. She screamed into Sally’s flesh.

Sheri rode the waves of their pleasure, her mouth relentless until Katie was whimpering from oversensitivity. Only then did she pull back, her face gleaming. She flipped onto her own back, dragging Katie and Sally with her. “Now me,” she demanded, her voice ragged. “I need to be full. I need you both.”

Understanding passed between Katie and Sally in the dim light. Sally, still breathing heavily, positioned herself at Sheri’s head, lowering her slick, satisfied sex onto Sheri’s waiting mouth. Sheri’s hands clamped onto Sally’s ass, pulling her down, and she began to feast again with a desperate energy.

Katie knelt between Sheri’s massive, quivering thighs. She looked down at the swollen, glistening flesh, at the frantic rise and fall of Sheri’s belly. This was no longer about curiosity or reclaimed firsts. This was a gift, an offering. She guided Sheri’s thick legs over her shoulders, bent forward, and pushed her tongue inside her with a deep, sustained thrust.

Sheri moaned around Sally’s body, the sound vibrating against Sally’s core. Sally gasped, her hips stuttering. “Fuck, yes, just like that,” Sally whispered, her hands braced on the headboard.

Katie lost herself in the rhythm, in the taste and the texture, in the way Sheri’s body opened and gripped around her tongue. She added two fingers, curling them, seeking a spot that made Sheri’s entire body seize. She found it. Sheri’s cry was muffled, but her thighs trembled violently around Katie’s ears. Sally, feeling the tension, rocked harder against Sheri’s mouth, chasing a second, surprising peak.

Sheri came with a sound like something tearing, a raw, open-throated roar that was half-sob. Her back arched clear off the bed, her muscles corded and rigid. Katie kept working her, gentler now, drawing out the shudders until Sheri collapsed back onto the sheets, boneless and spent, pushing weakly at Sally’s hip. Sally rolled off, lying panting beside her.

The three of them lay in a broken line, slick with sweat and other fluids, the only sound their ragged attempts to draw air. The candles in the other room had gone out. Only the digital clock on the bedside table provided light, casting a sickly green glow: 4:17 AM.

Dawn was a faint, theoretical idea beyond the windows.

Katie stared at the ceiling, her mind utterly blank, then slowly filling with a creeping, sobering clarity. What they had done was irreversible. It wasn't just sex. It was a boundary incinerated. She turned her head. Sheri’s eyes were closed, a small, sated smile on her face. Sally was staring at the same patch of ceiling, her expression unreadable.

“So,” Katie whispered, her voice hoarse from use. “What happens now?”

No one answered. The question hung in the dark, heavier than any of the stories they had told, waiting for the dawn to give it shape.

The question hung in the dark, heavier than any of the stories they had told, waiting for the dawn to give it shape. No one answered. Exhaustion, thick and syrupy, poured into the spaces between their limbs. Sally’s breathing evened out first, slipping into a shallow sleep. Katie followed, her mind finally quiet, tumbling into a dreamless void.

Sheri did not sleep.

She waited, counting their breaths. The green numerals blinked to 5:02. Slowly, carefully, she extracted her arm from beneath Katie’s head. She slid from the bed, her naked body a pale ghost in the gloom. The hardwood was cool under her feet. She found her phone on the dining room floor, beside her discarded blouse.

The screen’s blue light etched sharp lines into her face. She typed quickly, her thumbs sure.

Now. Door’s open. Bedroom. Quiet.

She sent it. A single tick. Then two. The reply was immediate.

5 min.

She placed the phone back on the floor. She stood in the wreckage of their dinner, listening to the sleeping house. A strange, electric calm settled over her. This was the true last story, one she hadn’t dared to tell. She padded back to the bedroom, watching the tangled forms of her oldest friends. She climbed back onto the bed, the mattress dipping. She did not close her eyes.

The silence was broken by the faintest click of a latch.

A soft, careful sweep of the front door over the entryway rug. Footsteps, measured and light, crossing the living room. A silhouette filled the bedroom doorway, backlit by the streetlamp glow from the living room window.

He was tall, broad in the shoulders, narrow at the hips. Frank. He wore dark jeans and nothing else, his physique a series of deliberate, paid-for contours. He looked at the three women on the bed, his expression neutral, professional.

Sheri propped herself up on her elbows. “Over here,” she whispered, her voice a dry rustle.

The sound stirred Katie. She blinked, disoriented, seeing first the strange masculine shape in the doorway. She gasped, scrambling back against the headboard, pulling a corner of the duvet over her breasts. Sally woke at the sound, her lawyer’s instincts firing. She sat up sharply, her eyes narrowing, instantly assessing the threat profile.

“What the hell?” Sally hissed, her voice low and dangerous.

Sheri reached out, placing a steadying hand on Sally’s taut arm. “It’s okay.” She looked at Frank, then at her friends’ shocked faces. “This is Frank.”

Frank gave a small, polite nod. He didn’t speak.

Katie’s mind reeled, flipping through panicked scenarios. A burglar. A stalker. None fit. The man was just standing there, waiting, his gaze calmly moving over their nakedness. “Sheri,” Katie breathed, “what did you do?”

Sheri’s smile was nervous but defiant. “I told you. Enough talking.” She looked from Katie’s wide eyes to Sally’s hardened mask. “This is new,” she whispered, the words filled with a thrilling, terrifying honesty. “For all of us.”

Frank moved then. He stepped into the room, his movement economical. He knelt on the rug beside the bed, putting himself at their level, non-threatening. His eyes, a pale gray in the low light, met each of theirs. “Sheri has pre-paid for two hours,” he said, his voice a quiet, smooth baritone. “My role is to follow your lead. Your limits are my limits.”

Sally absorbed the information, her mind clicking through the contractual implications, the surreal reality of it. A professional. A hired fantasy. Her breath caught, not in fear, but in a dizzying spike of comprehension. This was the uncharted territory her story on the boat had only hinted at.

“You’re an escort,” Sally stated, her tone flat.

“I am,” Frank said.

Sheri watched them, the coiled spring in her stomach tightening. “I want him,” she said, the desire raw in her throat. “But I don’t want him alone.” She looked at Katie, then Sally. “We don’t do anything alone anymore. Do we?”

Katie’s fear began to morph, twisted by the lingering pulses in her body and the blatant, physical reality of the man kneeling before them. He was beautiful in a stark, utilitarian way. Her mouth was dry. She looked at Sally, seeking a signal, an anchor in this new insanity.

Sally held Frank’s gaze for a long, silent moment. The part of her that cross-examined witnesses saw no deception, only a clear offer of service. The part of her that had sobbed on a boat yearned for the script to be taken away entirely. She let out a long, slow breath. The rigidity left her shoulders.

“What are your hard limits?” Sally asked him, her voice all business.

“None that apply here,” Frank answered, a flicker of something like amusement in his eyes. “I’m tested, clean. The use of protection is non-negotiable for intercourse. Otherwise, I am here for your use.”

The clinical terms layered over the seething tension in the room. Sheri reached out, her hand trembling slightly, and touched Frank’s shoulder. The muscle was solid, warm. He turned his head, pressing his lips to her wrist. A shudder ran through her.

“Come here,” Sheri whispered, pulling at his shoulder.

He rose and sat on the edge of the bed. Sheri immediately leaned into him, capturing his mouth in a hungry, searching kiss. He responded with practiced ease, one hand coming up to cup the back of her head, the other resting on his own thigh. Katie watched, mesmerized, as Sheri’s tongue delved into his mouth, as her heavy breasts pressed against his chest. She watched Frank’s hand slide down, over Sheri’s spine, to grip the full curve of her ass.

Sheri broke the kiss, panting. “Touch them,” she commanded him, her eyes glazed. “I want to watch you touch them first.”

Frank nodded. He turned his head toward Katie. “May I?” he asked.

Katie, heart hammering against her ribs, managed a tiny nod. His hand was large, warm, surprisingly soft. He cupped her breast, his thumb sweeping over her nipple in a slow, circular motion that was utterly devoid of preliminary tenderness. It was a direct, efficient assessment of her response. She arched into it, a soft moan escaping her.

Sally watched, her own body betraying her with a flush of heat. Frank’s other hand found her then, not on her breast, but on her inner thigh, his fingertips skating upward. She jumped at the contact, but didn’t pull away. His touch was confident, tracing a path until his thumb made contact with her damp, sensitive flesh. She gasped, her head falling back.

“Christ,” she breathed.

Sheri watched, her own hand working between her legs as Frank simultaneously thumbed Sally’s clit and rolled Katie’s nipple between his fingers. He was a machine of calibrated pleasure, his attention split perfectly, reading their bodies with detached expertise.

“Now,” Sheri growled, the need overwhelming her. “I need you inside me. Now.”

Frank shifted. He guided Sheri onto her back, peeling her legs apart. He produced a condom from his pocket, sheathing himself with swift, unembarrassed motions. He was thick, fully erect, the shape of him making Katie’s stomach clench with a mixture of awe and sharp, vicarious desire.

He positioned himself at Sheri’s entrance. He didn’t ask if she was ready. She was dripping, her body arching off the bed to meet him. He pushed into her with one slow, inexorable thrust, burying himself to the hilt.

Sheri cried out, a sharp, guttural sound of absolute fulfillment. “Fuck! Yes! Just like that.”

He began to move, a deep, pounding rhythm that shook the bed frame. The sound was obscene, wet and solid. Katie and Sally were frozen, watching their friend be utterly taken by this stranger. Sheri’s hands clawed at his back, her legs locking around his hips. “Harder! Don’t you fucking hold back, I paid for it, now give it to me!”

Frank obeyed, his pace becoming brutal, piston-like. The slapping of skin filled the room. Sheri’s cries dissolved into wordless, rhythmic shrieks.

Then Frank turned his head, his breathing steady even as he drove into Sheri. His gray eyes found Katie’s. “Come here,” he said, his voice rough with effort but controlled.

Katie moved as if in a trance. She crawled to the side of them. Frank’s hand shot out, tangling in her short gray hair, guiding her head down. “Taste her,” he commanded. “Taste her while I fuck her.”

Katie’s mouth found where their bodies joined. The salt of sweat, the tang of her own earlier fluids, the stark, foreign rubber of the condom. She licked Sheri’s stretched, pounding flesh, licked the base of Frank’s shaft with each thrust. The dual sensation, the taste, the complete debasement of the act, sent a violent orgasm crashing through Katie without a single touch to her own core. She screamed against them, her body convulsing.

Sally watched, a firestorm raging in her own belly. She moved behind Frank, pressing her slender body against his sweat-slicked back. Her hands slid over his shoulders, down his heaving sides. She bit his shoulder, hard. He grunted, a sound of pure approval, and his arm snaked back, hooking around her thigh, dragging her closer so she could feel the powerful muscles of his ass working between her legs.

Sheri was babbling, climaxing again and again, her body a continuous shudder beneath his. “Don’t stop, don’t stop, fuck me to pieces!”

Frank’s rhythm finally fractured. With a choked, stifled groan, he drove deep and held, his body rigid. Sheri felt the throb of him inside her, even through the rubber, and it set off a final, cataclysmic wave that left her limp and weeping.

He withdrew slowly, disposing of the condom in a tissue from the nightstand. He was still hard. He turned, his chest gleaming. He looked at Sally, then at Katie, then at the utterly shattered Sheri.

“The two hours,” he said quietly, “have just begun.”

The silence after his statement was total, broken only by Sheri’s wet, ragged breaths as she swam back to consciousness. The green clock glow now read 5:14. Frank remained kneeling on the bed, a monument of patient, paid-for attention, his gaze moving between them like a scanner. Katie felt the echo of her last climax still twitching in her thighs, a dull aftershock. The reality of him, the sheer factual presence of a stranger in Sheri’s rumpled bed, calcified in the air.

Sally was the first to move, to speak. Her voice was scraped raw but steady. “Your parameters are clear.” She stated it like a contractual term. “Non-negotiable protection. Our lead.” She looked at Katie, then at Sheri’s blissfully wrecked form. “So. Lead.”

All the years of Katie’s marriage had been a negotiation of known quantities, a gentle, predictable tango. This was a freefall. The man’s body was a landscape she had permission to map. A strange, practical courage, the same that had made her sign the divorce papers and book a solo trip to Venice, rose through the fatigue and shock. She shifted on the sheets, the cotton sticking to her damp skin.

“Okay,” Katie said. The word was small, but it changed the room’s pressure.

She crawled toward Frank. He didn’t move, just watched her approach, his gray eyes giving away nothing. Up close, she saw the fine scars on his knuckles, the dusting of silver in his stubble. She stopped inches from him. The smell of him—clean sweat, latex, and underneath it, something musky and purely male—filled her nostrils. Her heart was a frantic bird in her throat.

“Can I…” she started, then simply reached out.

Her fingers touched his chest. The skin was hot, stretched tight over the hard plate of his pectoral muscle. She traced the line of a collarbone, the sharp ridge of it so different from the softer bodies she’d known. She let her palm flatten, feeling the steady, powerful thump of his heart. It was slower than hers. Controlled. Her hand drifted down, over the defined grooves of his abdomen. Each muscle was a separate, hard entity under her fingertips.

“You can do anything,” Frank said, his voice a low vibration she felt through her palm. “I won’t break.”

Encouraged, or perhaps desperate to shatter her own remaining hesitations, Katie leaned in and put her mouth on his skin. She licked a salt-damp path from his sternum up to the hollow of his throat. He tasted clean and profoundly strange. Her teeth grazed his nipple, and she felt the faintest tremor run through him. A reaction. It was like finding a secret switch.

“Yeah,” Sheri mumbled from the pillows, her voice thick with satisfaction. “Explore him, Katie. He’s ours.”

Katie’s explorations grew bolder, driven by a curious, hungry focus. She kissed down the midline of his torso, her tongue dipping into his navel. She felt the tense, quivering muscles of his stomach clench under her mouth. Her hands slid around to his back, feeling the powerful latissimus muscles fanning out, the knobs of his spine. This was a body built for function, for delivering specific sensations. The knowledge should have been cold. It was incandescent.

Her journey south halted at the waistband of his jeans. She looked up at him, a question in her eyes. He gave a single, slight nod.

Her fingers, clumsy with a nervous energy that felt adolescent, fumbled with the button and zipper. She pushed the denim down over his hips. He lifted himself to help her, and then he was naked. Fully, shockingly naked in the green gloom. His erection stood thick and straight, a brutal, unsubtle fact.

Katie just stared for a moment. She had seen it sheathed, in motion. At rest, it was something else entirely. The sheer vascular reality of it, the heavy weight of the shaft, the dark, full crown. It was utterly impersonal, and yet the most intimate thing she’d ever been offered.

“Go on,” Sally whispered. She had moved to sit cross-legged beside Sheri, watching with an analyst’s intense focus, her own fingers absently tracing circles on her inner thigh.

Katie wrapped her hand around him. The skin was like hot silk over unyielding steel. He was so hard it felt like a substance unto itself. She pumped her fist slowly, once, twice, feeling him pulse in her grip. A bead of clear fluid welled at the tip. Acting on an impulse that came from some deep, un-governed place, she leaned forward and licked it away. The taste was faintly bitter, clean.

“Suck it,” Sheri commanded, propping herself up on her elbows, her eyes gleaming. “Take him in your mouth. I want to see you try.”

Katie opened her mouth. She took just the head inside, her tongue swirling around the smooth, flaring crown. The groan that came from Frank was deeper, less controlled than before. It fueled her. She took more, relaxing her jaw, letting her saliva flow. She couldn’t take all of him—the size was prohibitive—but she took enough to feel him press against the back of her throat. She bobbed her head, establishing a rhythm, one hand working the base of his shaft, the other cupping the heavy, tight sac beneath.

“Fuck, look at her,” Sheri breathed, her own hand snaking between her legs again as she watched. “Who knew practical Katie had a mouth like a fucking porn star?”

The crudeness of the words, the voyeuristic heat from her friends, ignited something reckless in Katie. She sucked harder, with more noisy, wet purpose, using her free hand to massage his perineum. His hips began a slight, involuntary rocking. His hand came to rest on the back of her head, not forcing, just present, the fingers tangling in her short gray hair.

“Eyes open,” Frank said, his voice tight. “Look at me.”

Katie’s eyes, already watering, flew open. She looked up the long line of his torso, met his storm-gray gaze. The professionalism in it had fractured. Something hotter, rawer lived there now. Being watched, and watching him watch her, while she serviced him, sent a bolt of pure lightning straight to her core. She moaned around his cock, the vibration making his thighs tense.

“I’m close,” he warned, the words gritted out.

Katie didn’t pull away. She increased her pace, her jaw aching beautifully, taking him as deep as she could until her nose pressed into the crisp hair at his base. His grip on her hair tightened. His back arched.

“Swallow it,” Sally said, her voice sharp and clear in the charged dark. It was neither a judgment nor an encouragement. It was an observation of the only logical conclusion.

Frank came with a harsh, strangled shout. Katie felt the first violent pulse hit her tongue, the taste flooding her mouth—salt, iron, a biological starkness. She swallowed convulsively, again and again, as he emptied himself down her throat, her eyes locked on his the entire time. It was the most degrading, most powerfully assertive thing she had ever voluntarily done.

When he was spent, she slowly released him, her lips slick and bruised-feeling. She sat back on her heels, wiping her mouth with the back of her hand, trying to read his face. The professional mask was gone. He looked winded, real, a man who had just been thoroughly used.

“Jesus, Katie,” Sheri laughed, a sound of pure delight.

Frank’s chest heaved. He looked at Katie, really looked at her, for a long moment. Then he did something unexpected. He reached for her, his hands gentler now, and pulled her up so she was kneeling facing him. He kissed her. It was deep, thorough, and tasted of her and him mingled. It was a kiss of profound, wordless thanks.

When he broke it, he turned his head to Sally. The momentum was still there, a live wire snaking across the bed. “Your turn,” he said, the command now hers. “What do you want?”

Sally uncoiled herself from the bed. She walked to her discarded purse, the elegant line of her back straight. She retrieved not the vibrator this time, but a slim, black leather roll. She unzipped it on the mattress, revealing a small, curated collection: another condom, a bottle of lubricant, a narrow, fluted glass plug.

She picked up the plug, holding it up to the light. She looked at Frank, then at the device in her hand, her expression unreadable.

“I want,” Sally said, her voice perfectly calm, “to see if you can follow a more complex set of instructions.”

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